go.mod.sri: update SRI hash for go.mod changes

Signed-off-by: Flakes Updater <noreply+flakes-updater@tailscale.com>

.github/workflows/codeql-analysis.yml

@@ -55,7 +55,7 @@ jobs:
 
     # Initializes the CodeQL tools for scanning.
     - name: Initialize CodeQL
-      uses: github/codeql-action/init@9e8d0789d4a0fa9ceb6b1738f7e269594bdd67f0 # v3.28.9
+      uses: github/codeql-action/init@6bb031afdd8eb862ea3fc1848194185e076637e5 # v3.28.11
       with:
         languages: ${{ matrix.language }}
         # If you wish to specify custom queries, you can do so here or in a config file.
@@ -66,7 +66,7 @@ jobs:
     # Autobuild attempts to build any compiled languages  (C/C++, C#, or Java).
     # If this step fails, then you should remove it and run the build manually (see below)
     - name: Autobuild
-      uses: github/codeql-action/autobuild@9e8d0789d4a0fa9ceb6b1738f7e269594bdd67f0 # v3.28.9
+      uses: github/codeql-action/autobuild@6bb031afdd8eb862ea3fc1848194185e076637e5 # v3.28.11
 
     # ℹ️ Command-line programs to run using the OS shell.
     # 📚 https://git.io/JvXDl
@@ -80,4 +80,4 @@ jobs:
     #   make release
 
     - name: Perform CodeQL Analysis
-      uses: github/codeql-action/analyze@9e8d0789d4a0fa9ceb6b1738f7e269594bdd67f0 # v3.28.9
+      uses: github/codeql-action/analyze@6bb031afdd8eb862ea3fc1848194185e076637e5 # v3.28.11

.github/workflows/golangci-lint.yml

@@ -31,9 +31,9 @@ jobs:
           cache: false
 
       - name: golangci-lint
-        uses: golangci/golangci-lint-action@2e788936b09dd82dc280e845628a40d2ba6b204c # v6.3.1
+        uses: golangci/golangci-lint-action@2226d7cb06a077cd73e56eedd38eecad18e5d837 # v6.5.0
         with:
-          version: v1.60
+          version: v1.64
 
           # Show only new issues if it's a pull request.
           only-new-issues: true

.github/workflows/natlab-integrationtest.yml

@@ -0,0 +1,27 @@
+# Run some natlab integration tests.
+# See https://github.com/tailscale/tailscale/issues/13038
+name: "natlab-integrationtest"
+
+concurrency:
+  group: ${{ github.workflow }}-$${{ github.head_ref || github.run_id }}
+  cancel-in-progress: true
+
+on:
+  pull_request:
+    paths:
+      - "tstest/integration/nat/nat_test.go"
+jobs:
+  natlab-integrationtest:
+    runs-on: ubuntu-latest
+    steps:
+      - name: Check out code
+        uses: actions/checkout@11bd71901bbe5b1630ceea73d27597364c9af683 # v4.2.2
+      - name: Install qemu
+        run: |
+          sudo rm /var/lib/man-db/auto-update
+          sudo apt-get -y update
+          sudo apt-get -y remove man-db
+          sudo apt-get install -y qemu-system-x86 qemu-utils
+      - name: Run natlab integration tests
+        run: |
+          ./tool/go test -v -run=^TestEasyEasy$ -timeout=3m -count=1 ./tstest/integration/nat  --run-vm-tests

.github/workflows/test.yml

@@ -64,7 +64,6 @@ jobs:
       matrix:
         include:
           - goarch: amd64
-            coverflags: "-coverprofile=/tmp/coverage.out"
           - goarch: amd64
             buildflags: "-race"
             shard: '1/3'
@@ -80,7 +79,7 @@ jobs:
     - name: checkout
       uses: actions/checkout@11bd71901bbe5b1630ceea73d27597364c9af683 # v4.2.2
     - name: Restore Cache
-      uses: actions/cache@1bd1e32a3bdc45362d1e726936510720a7c30a57 # v4.2.0
+      uses: actions/cache@d4323d4df104b026a6aa633fdb11d772146be0bf # v4.2.2
       with:
         # Note: unlike the other setups, this is only grabbing the mod download
         # cache, rather than the whole mod directory, as the download cache
@@ -119,15 +118,10 @@ jobs:
     - name: build test wrapper
       run: ./tool/go build -o /tmp/testwrapper ./cmd/testwrapper
     - name: test all
-      run: NOBASHDEBUG=true PATH=$PWD/tool:$PATH /tmp/testwrapper ${{matrix.coverflags}} ./... ${{matrix.buildflags}}
+      run: NOBASHDEBUG=true PATH=$PWD/tool:$PATH /tmp/testwrapper ./... ${{matrix.buildflags}}
       env:
         GOARCH: ${{ matrix.goarch }}
         TS_TEST_SHARD: ${{ matrix.shard }}
-    - name: Publish to coveralls.io
-      if: matrix.coverflags != '' # only publish results if we've tracked coverage
-      uses: shogo82148/actions-goveralls@v1
-      with:
-        path-to-profile: /tmp/coverage.out
     - name: bench all
       run: ./tool/go test ${{matrix.buildflags}} -bench=. -benchtime=1x -run=^$ $(for x in $(git grep -l "^func Benchmark" | xargs dirname | sort | uniq); do echo "./$x"; done)
       env:
@@ -145,7 +139,11 @@ jobs:
           echo "Build/test created untracked files in the repo (file names above)."
           exit 1
         fi
-
+    - name: Tidy cache
+      shell: bash
+      run: |
+        find $(go env GOCACHE) -type f -mmin +90 -delete
+        find $(go env GOMODCACHE)/cache -type f -mmin +90 -delete
   windows:
     runs-on: windows-2022
     steps:
@@ -159,7 +157,7 @@ jobs:
         cache: false
 
     - name: Restore Cache
-      uses: actions/cache@1bd1e32a3bdc45362d1e726936510720a7c30a57 # v4.2.0
+      uses: actions/cache@d4323d4df104b026a6aa633fdb11d772146be0bf # v4.2.2
       with:
         # Note: unlike the other setups, this is only grabbing the mod download
         # cache, rather than the whole mod directory, as the download cache
@@ -182,6 +180,11 @@ jobs:
       # Somewhere in the layers (powershell?)
       # the equals signs cause great confusion.
       run: go test ./... -bench . -benchtime 1x -run "^$"
+    - name: Tidy cache
+      shell: bash
+      run: |
+        find $(go env GOCACHE) -type f -mmin +90 -delete
+        find $(go env GOMODCACHE)/cache -type f -mmin +90 -delete
 
   privileged:
     runs-on: ubuntu-22.04
@@ -260,7 +263,7 @@ jobs:
     - name: checkout
       uses: actions/checkout@11bd71901bbe5b1630ceea73d27597364c9af683 # v4.2.2
     - name: Restore Cache
-      uses: actions/cache@1bd1e32a3bdc45362d1e726936510720a7c30a57 # v4.2.0
+      uses: actions/cache@d4323d4df104b026a6aa633fdb11d772146be0bf # v4.2.2
       with:
         # Note: unlike the other setups, this is only grabbing the mod download
         # cache, rather than the whole mod directory, as the download cache
@@ -289,6 +292,11 @@ jobs:
         GOOS: ${{ matrix.goos }}
         GOARCH: ${{ matrix.goarch }}
         CGO_ENABLED: "0"
+    - name: Tidy cache
+      shell: bash
+      run: |
+        find $(go env GOCACHE) -type f -mmin +90 -delete
+        find $(go env GOMODCACHE)/cache -type f -mmin +90 -delete
 
   ios: # similar to cross above, but iOS can't build most of the repo. So, just
        #make it build a few smoke packages.
@@ -325,7 +333,7 @@ jobs:
     - name: checkout
       uses: actions/checkout@11bd71901bbe5b1630ceea73d27597364c9af683 # v4.2.2
     - name: Restore Cache
-      uses: actions/cache@1bd1e32a3bdc45362d1e726936510720a7c30a57 # v4.2.0
+      uses: actions/cache@d4323d4df104b026a6aa633fdb11d772146be0bf # v4.2.2
       with:
         # Note: unlike the other setups, this is only grabbing the mod download
         # cache, rather than the whole mod directory, as the download cache
@@ -348,6 +356,11 @@ jobs:
         GOARCH: ${{ matrix.goarch }}
         GOARM: ${{ matrix.goarm }}
         CGO_ENABLED: "0"
+    - name: Tidy cache
+      shell: bash
+      run: |
+        find $(go env GOCACHE) -type f -mmin +90 -delete
+        find $(go env GOMODCACHE)/cache -type f -mmin +90 -delete
 
   android:
     # similar to cross above, but android fails to build a few pieces of the
@@ -373,7 +386,7 @@ jobs:
     - name: checkout
       uses: actions/checkout@11bd71901bbe5b1630ceea73d27597364c9af683 # v4.2.2
     - name: Restore Cache
-      uses: actions/cache@1bd1e32a3bdc45362d1e726936510720a7c30a57 # v4.2.0
+      uses: actions/cache@d4323d4df104b026a6aa633fdb11d772146be0bf # v4.2.2
       with:
         # Note: unlike the other setups, this is only grabbing the mod download
         # cache, rather than the whole mod directory, as the download cache
@@ -400,6 +413,11 @@ jobs:
       run: |
         ./tool/go run ./cmd/tsconnect --fast-compression build
         ./tool/go run ./cmd/tsconnect --fast-compression build-pkg
+    - name: Tidy cache
+      shell: bash
+      run: |
+        find $(go env GOCACHE) -type f -mmin +90 -delete
+        find $(go env GOMODCACHE)/cache -type f -mmin +90 -delete
 
   tailscale_go: # Subset of tests that depend on our custom Go toolchain.
     runs-on: ubuntu-22.04
@@ -467,7 +485,7 @@ jobs:
       run: |
         echo "artifacts_path=$(realpath .)" >> $GITHUB_ENV
     - name: upload crash
-      uses: actions/upload-artifact@65c4c4a1ddee5b72f698fdd19549f0f0fb45cf08 # v4.6.0
+      uses: actions/upload-artifact@4cec3d8aa04e39d1a68397de0c4cd6fb9dce8ec1 # v4.6.1
       if: steps.run.outcome != 'success' && steps.build.outcome == 'success'
       with:
         name: artifacts

.github/workflows/update-flake.yml

@@ -36,7 +36,7 @@ jobs:
           private_key: ${{ secrets.LICENSING_APP_PRIVATE_KEY }}
 
       - name: Send pull request
-        uses: peter-evans/create-pull-request@67ccf781d68cd99b580ae25a5c18a1cc84ffff1f #v7.0.6
+        uses: peter-evans/create-pull-request@271a8d0340265f705b14b6d32b9829c1cb33d45e #v7.0.8
         with:
           token: ${{ steps.generate-token.outputs.token }}
           author: Flakes Updater <noreply+flakes-updater@tailscale.com>

.github/workflows/update-webclient-prebuilt.yml

@@ -35,7 +35,7 @@ jobs:
 
       - name: Send pull request
         id: pull-request
-        uses: peter-evans/create-pull-request@67ccf781d68cd99b580ae25a5c18a1cc84ffff1f #v7.0.6
+        uses: peter-evans/create-pull-request@271a8d0340265f705b14b6d32b9829c1cb33d45e #v7.0.8
         with:
           token: ${{ steps.generate-token.outputs.token }}
           author: OSS Updater <noreply+oss-updater@tailscale.com>

.golangci.yml

@@ -26,16 +26,11 @@ issues:
 
 # Per-linter settings are contained in this top-level key
 linters-settings:
-  # Enable all rules by default; we don't use invisible unicode runes.
-  bidichk:
-
   gofmt:
     rewrite-rules:
       - pattern: 'interface{}'
         replacement: 'any'
 
-  goimports:
-
   govet:
     # Matches what we use in corp as of 2023-12-07
     enable:
@@ -78,8 +73,6 @@ linters-settings:
           # analyzer doesn't support type declarations
           #- github.com/tailscale/tailscale/types/logger.Logf
 
-  misspell:
-
   revive:
     enable-all-rules: false
     ignore-generated-header: true

Dockerfile

@@ -27,7 +27,7 @@
 #     $ docker exec tailscaled tailscale status
 
 
-FROM golang:1.23-alpine AS build-env
+FROM golang:1.24-alpine AS build-env
 
 WORKDIR /go/src/tailscale
 

appc/appconnector.go

@@ -289,9 +289,11 @@ func (e *AppConnector) updateDomains(domains []string) {
 				toRemove = append(toRemove, netip.PrefixFrom(a, a.BitLen()))
 			}
 		}
-		if err := e.routeAdvertiser.UnadvertiseRoute(toRemove...); err != nil {
-			e.logf("failed to unadvertise routes on domain removal: %v: %v: %v", slicesx.MapKeys(oldDomains), toRemove, err)
-		}
+		e.queue.Add(func() {
+			if err := e.routeAdvertiser.UnadvertiseRoute(toRemove...); err != nil {
+				e.logf("failed to unadvertise routes on domain removal: %v: %v: %v", slicesx.MapKeys(oldDomains), toRemove, err)
+			}
+		})
 	}
 
 	e.logf("handling domains: %v and wildcards: %v", slicesx.MapKeys(e.domains), e.wildcards)
@@ -310,11 +312,6 @@ func (e *AppConnector) updateRoutes(routes []netip.Prefix) {
 		return
 	}
 
-	if err := e.routeAdvertiser.AdvertiseRoute(routes...); err != nil {
-		e.logf("failed to advertise routes: %v: %v", routes, err)
-		return
-	}
-
 	var toRemove []netip.Prefix
 
 	// If we're storing routes and know e.controlRoutes is a good
@@ -338,9 +335,14 @@ nextRoute:
 		}
 	}
 
-	if err := e.routeAdvertiser.UnadvertiseRoute(toRemove...); err != nil {
-		e.logf("failed to unadvertise routes: %v: %v", toRemove, err)
-	}
+	e.queue.Add(func() {
+		if err := e.routeAdvertiser.AdvertiseRoute(routes...); err != nil {
+			e.logf("failed to advertise routes: %v: %v", routes, err)
+		}
+		if err := e.routeAdvertiser.UnadvertiseRoute(toRemove...); err != nil {
+			e.logf("failed to unadvertise routes: %v: %v", toRemove, err)
+		}
+	})
 
 	e.controlRoutes = routes
 	if err := e.storeRoutesLocked(); err != nil {

appc/appconnector_test.go

@@ -8,6 +8,7 @@ import (
 	"net/netip"
 	"reflect"
 	"slices"
+	"sync/atomic"
 	"testing"
 	"time"
 
@@ -86,6 +87,7 @@ func TestUpdateRoutes(t *testing.T) {
 
 		routes := []netip.Prefix{netip.MustParsePrefix("192.0.2.0/24"), netip.MustParsePrefix("192.0.0.1/32")}
 		a.updateRoutes(routes)
+		a.Wait(ctx)
 
 		slices.SortFunc(rc.Routes(), prefixCompare)
 		rc.SetRoutes(slices.Compact(rc.Routes()))
@@ -105,6 +107,7 @@ func TestUpdateRoutes(t *testing.T) {
 }
 
 func TestUpdateRoutesUnadvertisesContainedRoutes(t *testing.T) {
+	ctx := context.Background()
 	for _, shouldStore := range []bool{false, true} {
 		rc := &appctest.RouteCollector{}
 		var a *AppConnector
@@ -117,6 +120,7 @@ func TestUpdateRoutesUnadvertisesContainedRoutes(t *testing.T) {
 		rc.SetRoutes([]netip.Prefix{netip.MustParsePrefix("192.0.2.1/32")})
 		routes := []netip.Prefix{netip.MustParsePrefix("192.0.2.0/24")}
 		a.updateRoutes(routes)
+		a.Wait(ctx)
 
 		if !slices.EqualFunc(routes, rc.Routes(), prefixEqual) {
 			t.Fatalf("got %v, want %v", rc.Routes(), routes)
@@ -636,3 +640,57 @@ func TestMetricBucketsAreSorted(t *testing.T) {
 		t.Errorf("metricStoreRoutesNBuckets must be in order")
 	}
 }
+
+// TestUpdateRoutesDeadlock is a regression test for a deadlock in
+// LocalBackend<->AppConnector interaction. When using real LocalBackend as the
+// routeAdvertiser, calls to Advertise/UnadvertiseRoutes can end up calling
+// back into AppConnector via authReconfig. If everything is called
+// synchronously, this results in a deadlock on AppConnector.mu.
+func TestUpdateRoutesDeadlock(t *testing.T) {
+	ctx := context.Background()
+	rc := &appctest.RouteCollector{}
+	a := NewAppConnector(t.Logf, rc, &RouteInfo{}, fakeStoreRoutes)
+
+	advertiseCalled := new(atomic.Bool)
+	unadvertiseCalled := new(atomic.Bool)
+	rc.AdvertiseCallback = func() {
+		// Call something that requires a.mu to be held.
+		a.DomainRoutes()
+		advertiseCalled.Store(true)
+	}
+	rc.UnadvertiseCallback = func() {
+		// Call something that requires a.mu to be held.
+		a.DomainRoutes()
+		unadvertiseCalled.Store(true)
+	}
+
+	a.updateDomains([]string{"example.com"})
+	a.Wait(ctx)
+
+	// Trigger rc.AdveriseRoute.
+	a.updateRoutes(
+		[]netip.Prefix{
+			netip.MustParsePrefix("127.0.0.1/32"),
+			netip.MustParsePrefix("127.0.0.2/32"),
+		},
+	)
+	a.Wait(ctx)
+	// Trigger rc.UnadveriseRoute.
+	a.updateRoutes(
+		[]netip.Prefix{
+			netip.MustParsePrefix("127.0.0.1/32"),
+		},
+	)
+	a.Wait(ctx)
+
+	if !advertiseCalled.Load() {
+		t.Error("AdvertiseRoute was not called")
+	}
+	if !unadvertiseCalled.Load() {
+		t.Error("UnadvertiseRoute was not called")
+	}
+
+	if want := []netip.Prefix{netip.MustParsePrefix("127.0.0.1/32")}; !slices.Equal(slices.Compact(rc.Routes()), want) {
+		t.Fatalf("got %v, want %v", rc.Routes(), want)
+	}
+}

appc/appctest/appctest.go

@@ -11,12 +11,22 @@ import (
 
 // RouteCollector is a test helper that collects the list of routes advertised
 type RouteCollector struct {
+	// AdvertiseCallback (optional) is called synchronously from
+	// AdvertiseRoute.
+	AdvertiseCallback func()
+	// UnadvertiseCallback (optional) is called synchronously from
+	// UnadvertiseRoute.
+	UnadvertiseCallback func()
+
 	routes        []netip.Prefix
 	removedRoutes []netip.Prefix
 }
 
 func (rc *RouteCollector) AdvertiseRoute(pfx ...netip.Prefix) error {
 	rc.routes = append(rc.routes, pfx...)
+	if rc.AdvertiseCallback != nil {
+		rc.AdvertiseCallback()
+	}
 	return nil
 }
 
@@ -30,6 +40,9 @@ func (rc *RouteCollector) UnadvertiseRoute(toRemove ...netip.Prefix) error {
 			rc.removedRoutes = append(rc.removedRoutes, r)
 		}
 	}
+	if rc.UnadvertiseCallback != nil {
+		rc.UnadvertiseCallback()
+	}
 	return nil
 }
 

client/systray/systray.go

@@ -72,6 +72,11 @@ type Menu struct {
 	curProfile  ipn.LoginProfile
 	allProfiles []ipn.LoginProfile
 
+	// readonly is whether the systray app is running in read-only mode.
+	// This is set if LocalAPI returns a permission error,
+	// typically because the user needs to run `tailscale set --operator=$USER`.
+	readonly bool
+
 	bgCtx    context.Context // ctx for background tasks not involving menu item clicks
 	bgCancel context.CancelFunc
 
@@ -153,6 +158,8 @@ func (menu *Menu) updateState() {
 	defer menu.mu.Unlock()
 	menu.init()
 
+	menu.readonly = false
+
 	var err error
 	menu.status, err = menu.lc.Status(menu.bgCtx)
 	if err != nil {
@@ -160,6 +167,9 @@ func (menu *Menu) updateState() {
 	}
 	menu.curProfile, menu.allProfiles, err = menu.lc.ProfileStatus(menu.bgCtx)
 	if err != nil {
+		if local.IsAccessDeniedError(err) {
+			menu.readonly = true
+		}
 		log.Print(err)
 	}
 }
@@ -182,6 +192,15 @@ func (menu *Menu) rebuild() {
 
 	systray.ResetMenu()
 
+	if menu.readonly {
+		const readonlyMsg = "No permission to manage Tailscale.\nSee tailscale.com/s/cli-operator"
+		m := systray.AddMenuItem(readonlyMsg, "")
+		onClick(ctx, m, func(_ context.Context) {
+			webbrowser.Open("https://tailscale.com/s/cli-operator")
+		})
+		systray.AddSeparator()
+	}
+
 	menu.connect = systray.AddMenuItem("Connect", "")
 	menu.disconnect = systray.AddMenuItem("Disconnect", "")
 	menu.disconnect.Hide()
@@ -222,28 +241,35 @@ func (menu *Menu) rebuild() {
 		setAppIcon(disconnected)
 	}
 
+	if menu.readonly {
+		menu.connect.Disable()
+		menu.disconnect.Disable()
+	}
+
 	account := "Account"
 	if pt := profileTitle(menu.curProfile); pt != "" {
 		account = pt
 	}
-	accounts := systray.AddMenuItem(account, "")
-	setRemoteIcon(accounts, menu.curProfile.UserProfile.ProfilePicURL)
-	time.Sleep(newMenuDelay)
-	for _, profile := range menu.allProfiles {
-		title := profileTitle(profile)
-		var item *systray.MenuItem
-		if profile.ID == menu.curProfile.ID {
-			item = accounts.AddSubMenuItemCheckbox(title, "", true)
-		} else {
-			item = accounts.AddSubMenuItem(title, "")
-		}
-		setRemoteIcon(item, profile.UserProfile.ProfilePicURL)
-		onClick(ctx, item, func(ctx context.Context) {
-			select {
-			case <-ctx.Done():
-			case menu.accountsCh <- profile.ID:
+	if !menu.readonly {
+		accounts := systray.AddMenuItem(account, "")
+		setRemoteIcon(accounts, menu.curProfile.UserProfile.ProfilePicURL)
+		time.Sleep(newMenuDelay)
+		for _, profile := range menu.allProfiles {
+			title := profileTitle(profile)
+			var item *systray.MenuItem
+			if profile.ID == menu.curProfile.ID {
+				item = accounts.AddSubMenuItemCheckbox(title, "", true)
+			} else {
+				item = accounts.AddSubMenuItem(title, "")
 			}
-		})
+			setRemoteIcon(item, profile.UserProfile.ProfilePicURL)
+			onClick(ctx, item, func(ctx context.Context) {
+				select {
+				case <-ctx.Done():
+				case menu.accountsCh <- profile.ID:
+				}
+			})
+		}
 	}
 
 	if menu.status != nil && menu.status.Self != nil && len(menu.status.Self.TailscaleIPs) > 0 {
@@ -255,7 +281,9 @@ func (menu *Menu) rebuild() {
 	}
 	systray.AddSeparator()
 
-	menu.rebuildExitNodeMenu(ctx)
+	if !menu.readonly {
+		menu.rebuildExitNodeMenu(ctx)
+	}
 
 	if menu.status != nil {
 		menu.more = systray.AddMenuItem("More settings", "")

client/tailscale/acl.go

@@ -12,6 +12,7 @@ import (
 	"fmt"
 	"net/http"
 	"net/netip"
+	"net/url"
 )
 
 // ACLRow defines a rule that grants access by a set of users or groups to a set
@@ -83,7 +84,7 @@ func (c *Client) ACL(ctx context.Context) (acl *ACL, err error) {
 		}
 	}()
 
-	path := fmt.Sprintf("%s/api/v2/tailnet/%s/acl", c.baseURL(), c.tailnet)
+	path := c.BuildTailnetURL("acl")
 	req, err := http.NewRequestWithContext(ctx, "GET", path, nil)
 	if err != nil {
 		return nil, err
@@ -97,7 +98,7 @@ func (c *Client) ACL(ctx context.Context) (acl *ACL, err error) {
 	// If status code was not successful, return the error.
 	// TODO: Change the check for the StatusCode to include other 2XX success codes.
 	if resp.StatusCode != http.StatusOK {
-		return nil, handleErrorResponse(b, resp)
+		return nil, HandleErrorResponse(b, resp)
 	}
 
 	// Otherwise, try to decode the response.
@@ -126,7 +127,7 @@ func (c *Client) ACLHuJSON(ctx context.Context) (acl *ACLHuJSON, err error) {
 		}
 	}()
 
-	path := fmt.Sprintf("%s/api/v2/tailnet/%s/acl?details=1", c.baseURL(), c.tailnet)
+	path := c.BuildTailnetURL("acl", url.Values{"details": {"1"}})
 	req, err := http.NewRequestWithContext(ctx, "GET", path, nil)
 	if err != nil {
 		return nil, err
@@ -138,7 +139,7 @@ func (c *Client) ACLHuJSON(ctx context.Context) (acl *ACLHuJSON, err error) {
 	}
 
 	if resp.StatusCode != http.StatusOK {
-		return nil, handleErrorResponse(b, resp)
+		return nil, HandleErrorResponse(b, resp)
 	}
 
 	data := struct {
@@ -146,7 +147,7 @@ func (c *Client) ACLHuJSON(ctx context.Context) (acl *ACLHuJSON, err error) {
 		Warnings []string `json:"warnings"`
 	}{}
 	if err := json.Unmarshal(b, &data); err != nil {
-		return nil, err
+		return nil, fmt.Errorf("json.Unmarshal %q: %w", b, err)
 	}
 
 	acl = &ACLHuJSON{
@@ -184,7 +185,7 @@ func (e ACLTestError) Error() string {
 }
 
 func (c *Client) aclPOSTRequest(ctx context.Context, body []byte, avoidCollisions bool, etag, acceptHeader string) ([]byte, string, error) {
-	path := fmt.Sprintf("%s/api/v2/tailnet/%s/acl", c.baseURL(), c.tailnet)
+	path := c.BuildTailnetURL("acl")
 	req, err := http.NewRequestWithContext(ctx, "POST", path, bytes.NewBuffer(body))
 	if err != nil {
 		return nil, "", err
@@ -328,7 +329,7 @@ type ACLPreview struct {
 }
 
 func (c *Client) previewACLPostRequest(ctx context.Context, body []byte, previewType string, previewFor string) (res *ACLPreviewResponse, err error) {
-	path := fmt.Sprintf("%s/api/v2/tailnet/%s/acl/preview", c.baseURL(), c.tailnet)
+	path := c.BuildTailnetURL("acl", "preview")
 	req, err := http.NewRequestWithContext(ctx, "POST", path, bytes.NewBuffer(body))
 	if err != nil {
 		return nil, err
@@ -350,7 +351,7 @@ func (c *Client) previewACLPostRequest(ctx context.Context, body []byte, preview
 	// If status code was not successful, return the error.
 	// TODO: Change the check for the StatusCode to include other 2XX success codes.
 	if resp.StatusCode != http.StatusOK {
-		return nil, handleErrorResponse(b, resp)
+		return nil, HandleErrorResponse(b, resp)
 	}
 	if err = json.Unmarshal(b, &res); err != nil {
 		return nil, err
@@ -488,7 +489,7 @@ func (c *Client) ValidateACLJSON(ctx context.Context, source, dest string) (test
 		return nil, err
 	}
 
-	path := fmt.Sprintf("%s/api/v2/tailnet/%s/acl/validate", c.baseURL(), c.tailnet)
+	path := c.BuildTailnetURL("acl", "validate")
 	req, err := http.NewRequestWithContext(ctx, "POST", path, bytes.NewBuffer(postData))
 	if err != nil {
 		return nil, err

client/tailscale/devices.go

@@ -131,7 +131,7 @@ func (c *Client) Devices(ctx context.Context, fields *DeviceFieldsOpts) (deviceL
 		}
 	}()
 
-	path := fmt.Sprintf("%s/api/v2/tailnet/%s/devices", c.baseURL(), c.tailnet)
+	path := c.BuildTailnetURL("devices")
 	req, err := http.NewRequestWithContext(ctx, "GET", path, nil)
 	if err != nil {
 		return nil, err
@@ -149,7 +149,7 @@ func (c *Client) Devices(ctx context.Context, fields *DeviceFieldsOpts) (deviceL
 	// If status code was not successful, return the error.
 	// TODO: Change the check for the StatusCode to include other 2XX success codes.
 	if resp.StatusCode != http.StatusOK {
-		return nil, handleErrorResponse(b, resp)
+		return nil, HandleErrorResponse(b, resp)
 	}
 
 	var devices GetDevicesResponse
@@ -188,7 +188,7 @@ func (c *Client) Device(ctx context.Context, deviceID string, fields *DeviceFiel
 	// If status code was not successful, return the error.
 	// TODO: Change the check for the StatusCode to include other 2XX success codes.
 	if resp.StatusCode != http.StatusOK {
-		return nil, handleErrorResponse(b, resp)
+		return nil, HandleErrorResponse(b, resp)
 	}
 
 	err = json.Unmarshal(b, &device)
@@ -221,7 +221,7 @@ func (c *Client) DeleteDevice(ctx context.Context, deviceID string) (err error)
 	// If status code was not successful, return the error.
 	// TODO: Change the check for the StatusCode to include other 2XX success codes.
 	if resp.StatusCode != http.StatusOK {
-		return handleErrorResponse(b, resp)
+		return HandleErrorResponse(b, resp)
 	}
 	return nil
 }
@@ -253,7 +253,7 @@ func (c *Client) SetAuthorized(ctx context.Context, deviceID string, authorized
 	// If status code was not successful, return the error.
 	// TODO: Change the check for the StatusCode to include other 2XX success codes.
 	if resp.StatusCode != http.StatusOK {
-		return handleErrorResponse(b, resp)
+		return HandleErrorResponse(b, resp)
 	}
 
 	return nil
@@ -281,7 +281,7 @@ func (c *Client) SetTags(ctx context.Context, deviceID string, tags []string) er
 	// If status code was not successful, return the error.
 	// TODO: Change the check for the StatusCode to include other 2XX success codes.
 	if resp.StatusCode != http.StatusOK {
-		return handleErrorResponse(b, resp)
+		return HandleErrorResponse(b, resp)
 	}
 
 	return nil

client/tailscale/dns.go

@@ -44,7 +44,7 @@ type DNSPreferences struct {
 }
 
 func (c *Client) dnsGETRequest(ctx context.Context, endpoint string) ([]byte, error) {
-	path := fmt.Sprintf("%s/api/v2/tailnet/%s/dns/%s", c.baseURL(), c.tailnet, endpoint)
+	path := c.BuildTailnetURL("dns", endpoint)
 	req, err := http.NewRequestWithContext(ctx, "GET", path, nil)
 	if err != nil {
 		return nil, err
@@ -57,14 +57,14 @@ func (c *Client) dnsGETRequest(ctx context.Context, endpoint string) ([]byte, er
 	// If status code was not successful, return the error.
 	// TODO: Change the check for the StatusCode to include other 2XX success codes.
 	if resp.StatusCode != http.StatusOK {
-		return nil, handleErrorResponse(b, resp)
+		return nil, HandleErrorResponse(b, resp)
 	}
 
 	return b, nil
 }
 
 func (c *Client) dnsPOSTRequest(ctx context.Context, endpoint string, postData any) ([]byte, error) {
-	path := fmt.Sprintf("%s/api/v2/tailnet/%s/dns/%s", c.baseURL(), c.tailnet, endpoint)
+	path := c.BuildTailnetURL("dns", endpoint)
 	data, err := json.Marshal(&postData)
 	if err != nil {
 		return nil, err
@@ -84,7 +84,7 @@ func (c *Client) dnsPOSTRequest(ctx context.Context, endpoint string, postData a
 	// If status code was not successful, return the error.
 	// TODO: Change the check for the StatusCode to include other 2XX success codes.
 	if resp.StatusCode != http.StatusOK {
-		return nil, handleErrorResponse(b, resp)
+		return nil, HandleErrorResponse(b, resp)
 	}
 
 	return b, nil

client/tailscale/keys.go

@@ -40,7 +40,7 @@ type KeyDeviceCreateCapabilities struct {
 
 // Keys returns the list of keys for the current user.
 func (c *Client) Keys(ctx context.Context) ([]string, error) {
-	path := fmt.Sprintf("%s/api/v2/tailnet/%s/keys", c.baseURL(), c.tailnet)
+	path := c.BuildTailnetURL("keys")
 	req, err := http.NewRequestWithContext(ctx, "GET", path, nil)
 	if err != nil {
 		return nil, err
@@ -51,7 +51,7 @@ func (c *Client) Keys(ctx context.Context) ([]string, error) {
 		return nil, err
 	}
 	if resp.StatusCode != http.StatusOK {
-		return nil, handleErrorResponse(b, resp)
+		return nil, HandleErrorResponse(b, resp)
 	}
 
 	var keys struct {
@@ -99,7 +99,7 @@ func (c *Client) CreateKeyWithExpiry(ctx context.Context, caps KeyCapabilities,
 		return "", nil, err
 	}
 
-	path := fmt.Sprintf("%s/api/v2/tailnet/%s/keys", c.baseURL(), c.tailnet)
+	path := c.BuildTailnetURL("keys")
 	req, err := http.NewRequestWithContext(ctx, "POST", path, bytes.NewReader(bs))
 	if err != nil {
 		return "", nil, err
@@ -110,7 +110,7 @@ func (c *Client) CreateKeyWithExpiry(ctx context.Context, caps KeyCapabilities,
 		return "", nil, err
 	}
 	if resp.StatusCode != http.StatusOK {
-		return "", nil, handleErrorResponse(b, resp)
+		return "", nil, HandleErrorResponse(b, resp)
 	}
 
 	var key struct {
@@ -126,7 +126,7 @@ func (c *Client) CreateKeyWithExpiry(ctx context.Context, caps KeyCapabilities,
 // Key returns the metadata for the given key ID. Currently, capabilities are
 // only returned for auth keys, API keys only return general metadata.
 func (c *Client) Key(ctx context.Context, id string) (*Key, error) {
-	path := fmt.Sprintf("%s/api/v2/tailnet/%s/keys/%s", c.baseURL(), c.tailnet, id)
+	path := c.BuildTailnetURL("keys", id)
 	req, err := http.NewRequestWithContext(ctx, "GET", path, nil)
 	if err != nil {
 		return nil, err
@@ -137,7 +137,7 @@ func (c *Client) Key(ctx context.Context, id string) (*Key, error) {
 		return nil, err
 	}
 	if resp.StatusCode != http.StatusOK {
-		return nil, handleErrorResponse(b, resp)
+		return nil, HandleErrorResponse(b, resp)
 	}
 
 	var key Key
@@ -149,7 +149,7 @@ func (c *Client) Key(ctx context.Context, id string) (*Key, error) {
 
 // DeleteKey deletes the key with the given ID.
 func (c *Client) DeleteKey(ctx context.Context, id string) error {
-	path := fmt.Sprintf("%s/api/v2/tailnet/%s/keys/%s", c.baseURL(), c.tailnet, id)
+	path := c.BuildTailnetURL("keys", id)
 	req, err := http.NewRequestWithContext(ctx, "DELETE", path, nil)
 	if err != nil {
 		return err
@@ -160,7 +160,7 @@ func (c *Client) DeleteKey(ctx context.Context, id string) error {
 		return err
 	}
 	if resp.StatusCode != http.StatusOK {
-		return handleErrorResponse(b, resp)
+		return HandleErrorResponse(b, resp)
 	}
 	return nil
 }

client/tailscale/routes.go

@@ -44,7 +44,7 @@ func (c *Client) Routes(ctx context.Context, deviceID string) (routes *Routes, e
 	// If status code was not successful, return the error.
 	// TODO: Change the check for the StatusCode to include other 2XX success codes.
 	if resp.StatusCode != http.StatusOK {
-		return nil, handleErrorResponse(b, resp)
+		return nil, HandleErrorResponse(b, resp)
 	}
 
 	var sr Routes
@@ -84,7 +84,7 @@ func (c *Client) SetRoutes(ctx context.Context, deviceID string, subnets []netip
 	// If status code was not successful, return the error.
 	// TODO: Change the check for the StatusCode to include other 2XX success codes.
 	if resp.StatusCode != http.StatusOK {
-		return nil, handleErrorResponse(b, resp)
+		return nil, HandleErrorResponse(b, resp)
 	}
 
 	var srr *Routes

client/tailscale/tailnet.go

@@ -9,7 +9,6 @@ import (
 	"context"
 	"fmt"
 	"net/http"
-	"net/url"
 
 	"tailscale.com/util/httpm"
 )
@@ -22,7 +21,7 @@ func (c *Client) TailnetDeleteRequest(ctx context.Context, tailnetID string) (er
 		}
 	}()
 
-	path := fmt.Sprintf("%s/api/v2/tailnet/%s", c.baseURL(), url.PathEscape(string(tailnetID)))
+	path := c.BuildTailnetURL("tailnet")
 	req, err := http.NewRequestWithContext(ctx, httpm.DELETE, path, nil)
 	if err != nil {
 		return err
@@ -35,7 +34,7 @@ func (c *Client) TailnetDeleteRequest(ctx context.Context, tailnetID string) (er
 	}
 
 	if resp.StatusCode != http.StatusOK {
-		return handleErrorResponse(b, resp)
+		return HandleErrorResponse(b, resp)
 	}
 
 	return nil

client/tailscale/tailscale.go

@@ -5,8 +5,10 @@
 
 // Package tailscale contains a Go client for the Tailscale control plane API.
 //
-// Warning: this package is in development and makes no API compatibility
-// promises as of 2022-04-29. It is subject to change at any time.
+// This package is only intended for internal and transitional use.
+//
+// Deprecated: the official control plane client is available at
+// tailscale.com/client/tailscale/v2.
 package tailscale
 
 import (
@@ -15,13 +17,12 @@ import (
 	"fmt"
 	"io"
 	"net/http"
+	"net/url"
+	"path"
 )
 
 // I_Acknowledge_This_API_Is_Unstable must be set true to use this package
-// for now. It was added 2022-04-29 when it was moved to this git repo
-// and will be removed when the public API has settled.
-//
-// TODO(bradfitz): remove this after the we're happy with the public API.
+// for now. This package is being replaced by tailscale.com/client/tailscale/v2.
 var I_Acknowledge_This_API_Is_Unstable = false
 
 // TODO: use url.PathEscape() for deviceID and tailnets when constructing requests.
@@ -35,6 +36,8 @@ const maxReadSize = 10 << 20
 //
 // Use NewClient to instantiate one. Exported fields should be set before
 // the client is used and not changed thereafter.
+//
+// Deprecated: use tailscale.com/client/tailscale/v2 instead.
 type Client struct {
 	// tailnet is the globally unique identifier for a Tailscale network, such
 	// as "example.com" or "user@gmail.com".
@@ -62,6 +65,46 @@ func (c *Client) httpClient() *http.Client {
 	return http.DefaultClient
 }
 
+// BuildURL builds a url to http(s)://<apiserver>/api/v2/<slash-separated-pathElements>
+// using the given pathElements. It url escapes each path element, so the
+// caller doesn't need to worry about that. The last item of pathElements can
+// be of type url.Values to add a query string to the URL.
+//
+// For example, BuildURL(devices, 5) with the default server URL would result in
+// https://api.tailscale.com/api/v2/devices/5.
+func (c *Client) BuildURL(pathElements ...any) string {
+	elem := make([]string, 1, len(pathElements)+1)
+	elem[0] = "/api/v2"
+	var query string
+	for i, pathElement := range pathElements {
+		if uv, ok := pathElement.(url.Values); ok && i == len(pathElements)-1 {
+			query = uv.Encode()
+		} else {
+			elem = append(elem, url.PathEscape(fmt.Sprint(pathElement)))
+		}
+	}
+	url := c.baseURL() + path.Join(elem...)
+	if query != "" {
+		url += "?" + query
+	}
+	return url
+}
+
+// BuildTailnetURL builds a url to http(s)://<apiserver>/api/v2/tailnet/<tailnet>/<slash-separated-pathElements>
+// using the given pathElements. It url escapes each path element, so the
+// caller doesn't need to worry about that. The last item of pathElements can
+// be of type url.Values to add a query string to the URL.
+//
+// For example, BuildTailnetURL(policy, validate) with the default server URL and a tailnet of "example.com"
+// would result in https://api.tailscale.com/api/v2/tailnet/example.com/policy/validate.
+func (c *Client) BuildTailnetURL(pathElements ...any) string {
+	allElements := make([]any, 2, len(pathElements)+2)
+	allElements[0] = "tailnet"
+	allElements[1] = c.tailnet
+	allElements = append(allElements, pathElements...)
+	return c.BuildURL(allElements...)
+}
+
 func (c *Client) baseURL() string {
 	if c.BaseURL != "" {
 		return c.BaseURL
@@ -97,6 +140,8 @@ func (c *Client) setAuth(r *http.Request) {
 // If httpClient is nil, then http.DefaultClient is used.
 // "api.tailscale.com" is set as the BaseURL for the returned client
 // and can be changed manually by the user.
+//
+// Deprecated: use tailscale.com/client/tailscale/v2 instead.
 func NewClient(tailnet string, auth AuthMethod) *Client {
 	return &Client{
 		tailnet:   tailnet,
@@ -147,12 +192,14 @@ func (e ErrResponse) Error() string {
 	return fmt.Sprintf("Status: %d, Message: %q", e.Status, e.Message)
 }
 
-// handleErrorResponse decodes the error message from the server and returns
+// HandleErrorResponse decodes the error message from the server and returns
 // an ErrResponse from it.
-func handleErrorResponse(b []byte, resp *http.Response) error {
+//
+// Deprecated: use tailscale.com/client/tailscale/v2 instead.
+func HandleErrorResponse(b []byte, resp *http.Response) error {
 	var errResp ErrResponse
 	if err := json.Unmarshal(b, &errResp); err != nil {
-		return err
+		return fmt.Errorf("json.Unmarshal %q: %w", b, err)
 	}
 	errResp.Status = resp.StatusCode
 	return errResp

client/tailscale/tailscale_test.go

@@ -0,0 +1,86 @@
+// Copyright (c) Tailscale Inc & AUTHORS
+// SPDX-License-Identifier: BSD-3-Clause
+
+package tailscale
+
+import (
+	"net/url"
+	"testing"
+)
+
+func TestClientBuildURL(t *testing.T) {
+	c := Client{BaseURL: "http://127.0.0.1:1234"}
+	for _, tt := range []struct {
+		desc     string
+		elements []any
+		want     string
+	}{
+		{
+			desc:     "single-element",
+			elements: []any{"devices"},
+			want:     "http://127.0.0.1:1234/api/v2/devices",
+		},
+		{
+			desc:     "multiple-elements",
+			elements: []any{"tailnet", "example.com"},
+			want:     "http://127.0.0.1:1234/api/v2/tailnet/example.com",
+		},
+		{
+			desc:     "escape-element",
+			elements: []any{"tailnet", "example dot com?foo=bar"},
+			want:     `http://127.0.0.1:1234/api/v2/tailnet/example%20dot%20com%3Ffoo=bar`,
+		},
+		{
+			desc:     "url.Values",
+			elements: []any{"tailnet", "example.com", "acl", url.Values{"details": {"1"}}},
+			want:     `http://127.0.0.1:1234/api/v2/tailnet/example.com/acl?details=1`,
+		},
+	} {
+		t.Run(tt.desc, func(t *testing.T) {
+			got := c.BuildURL(tt.elements...)
+			if got != tt.want {
+				t.Errorf("got %q, want %q", got, tt.want)
+			}
+		})
+	}
+}
+
+func TestClientBuildTailnetURL(t *testing.T) {
+	c := Client{
+		BaseURL: "http://127.0.0.1:1234",
+		tailnet: "example.com",
+	}
+	for _, tt := range []struct {
+		desc     string
+		elements []any
+		want     string
+	}{
+		{
+			desc:     "single-element",
+			elements: []any{"devices"},
+			want:     "http://127.0.0.1:1234/api/v2/tailnet/example.com/devices",
+		},
+		{
+			desc:     "multiple-elements",
+			elements: []any{"devices", 123},
+			want:     "http://127.0.0.1:1234/api/v2/tailnet/example.com/devices/123",
+		},
+		{
+			desc:     "escape-element",
+			elements: []any{"foo bar?baz=qux"},
+			want:     `http://127.0.0.1:1234/api/v2/tailnet/example.com/foo%20bar%3Fbaz=qux`,
+		},
+		{
+			desc:     "url.Values",
+			elements: []any{"acl", url.Values{"details": {"1"}}},
+			want:     `http://127.0.0.1:1234/api/v2/tailnet/example.com/acl?details=1`,
+		},
+	} {
+		t.Run(tt.desc, func(t *testing.T) {
+			got := c.BuildTailnetURL(tt.elements...)
+			if got != tt.want {
+				t.Errorf("got %q, want %q", got, tt.want)
+			}
+		})
+	}
+}

client/web/web.go

@@ -203,35 +203,9 @@ func NewServer(opts ServerOpts) (s *Server, err error) {
 	}
 	s.assetsHandler, s.assetsCleanup = assetsHandler(s.devMode)
 
-	var metric string // clientmetric to report on startup
-
-	// Create handler for "/api" requests with CSRF protection.
-	// We don't require secure cookies, since the web client is regularly used
-	// on network appliances that are served on local non-https URLs.
-	// The client is secured by limiting the interface it listens on,
-	// or by authenticating requests before they reach the web client.
-	csrfProtect := csrf.Protect(s.csrfKey(), csrf.Secure(false))
-
-	// signal to the CSRF middleware that the request is being served over
-	// plaintext HTTP to skip TLS-only header checks.
-	withSetPlaintext := func(h http.Handler) http.Handler {
-		return http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) {
-			r = csrf.PlaintextHTTPRequest(r)
-			h.ServeHTTP(w, r)
-		})
-	}
-
-	switch s.mode {
-	case LoginServerMode:
-		s.apiHandler = csrfProtect(withSetPlaintext(http.HandlerFunc(s.serveLoginAPI)))
-		metric = "web_login_client_initialization"
-	case ReadOnlyServerMode:
-		s.apiHandler = csrfProtect(withSetPlaintext(http.HandlerFunc(s.serveLoginAPI)))
-		metric = "web_readonly_client_initialization"
-	case ManageServerMode:
-		s.apiHandler = csrfProtect(withSetPlaintext(http.HandlerFunc(s.serveAPI)))
-		metric = "web_client_initialization"
-	}
+	var metric string
+	s.apiHandler, metric = s.modeAPIHandler(s.mode)
+	s.apiHandler = s.withCSRF(s.apiHandler)
 
 	// Don't block startup on reporting metric.
 	// Report in separate go routine with 5 second timeout.
@@ -244,6 +218,39 @@ func NewServer(opts ServerOpts) (s *Server, err error) {
 	return s, nil
 }
 
+func (s *Server) withCSRF(h http.Handler) http.Handler {
+	csrfProtect := csrf.Protect(s.csrfKey(), csrf.Secure(false))
+
+	// ref https://github.com/tailscale/tailscale/pull/14822
+	// signal to the CSRF middleware that the request is being served over
+	// plaintext HTTP to skip TLS-only header checks.
+	withSetPlaintext := func(h http.Handler) http.Handler {
+		return http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) {
+			r = csrf.PlaintextHTTPRequest(r)
+			h.ServeHTTP(w, r)
+		})
+	}
+
+	// NB: the order of the withSetPlaintext and csrfProtect calls is important
+	// to ensure that we signal to the CSRF middleware that the request is being
+	// served over plaintext HTTP and not over TLS as it presumes by default.
+	return withSetPlaintext(csrfProtect(h))
+}
+
+func (s *Server) modeAPIHandler(mode ServerMode) (http.Handler, string) {
+	switch mode {
+	case LoginServerMode:
+		return http.HandlerFunc(s.serveLoginAPI), "web_login_client_initialization"
+	case ReadOnlyServerMode:
+		return http.HandlerFunc(s.serveLoginAPI), "web_readonly_client_initialization"
+	case ManageServerMode:
+		return http.HandlerFunc(s.serveAPI), "web_client_initialization"
+	default: // invalid mode
+		log.Fatalf("invalid mode: %v", mode)
+	}
+	return nil, ""
+}
+
 func (s *Server) Shutdown() {
 	s.logf("web.Server: shutting down")
 	if s.assetsCleanup != nil {

client/web/web_test.go

@@ -11,6 +11,7 @@ import (
 	"fmt"
 	"io"
 	"net/http"
+	"net/http/cookiejar"
 	"net/http/httptest"
 	"net/netip"
 	"net/url"
@@ -20,6 +21,7 @@ import (
 	"time"
 
 	"github.com/google/go-cmp/cmp"
+	"github.com/gorilla/csrf"
 	"tailscale.com/client/local"
 	"tailscale.com/client/tailscale/apitype"
 	"tailscale.com/ipn"
@@ -1477,3 +1479,83 @@ func mockWaitAuthURL(_ context.Context, id string, src tailcfg.NodeID) (*tailcfg
 		return nil, errors.New("unknown id")
 	}
 }
+
+func TestCSRFProtect(t *testing.T) {
+	s := &Server{}
+
+	mux := http.NewServeMux()
+	mux.HandleFunc("GET /test/csrf-token", func(w http.ResponseWriter, r *http.Request) {
+		token := csrf.Token(r)
+		_, err := io.WriteString(w, token)
+		if err != nil {
+			t.Fatal(err)
+		}
+	})
+	mux.HandleFunc("POST /test/csrf-protected", func(w http.ResponseWriter, r *http.Request) {
+		_, err := io.WriteString(w, "ok")
+		if err != nil {
+			t.Fatal(err)
+		}
+	})
+	h := s.withCSRF(mux)
+	ser := httptest.NewServer(h)
+	defer ser.Close()
+
+	jar, err := cookiejar.New(nil)
+	if err != nil {
+		t.Fatalf("unable to construct cookie jar: %v", err)
+	}
+
+	client := ser.Client()
+	client.Jar = jar
+
+	// make GET request to populate cookie jar
+	resp, err := client.Get(ser.URL + "/test/csrf-token")
+	if err != nil {
+		t.Fatalf("unable to make request: %v", err)
+	}
+	defer resp.Body.Close()
+	if resp.StatusCode != http.StatusOK {
+		t.Fatalf("unexpected status: %v", resp.Status)
+	}
+	tokenBytes, err := io.ReadAll(resp.Body)
+	if err != nil {
+		t.Fatalf("unable to read body: %v", err)
+	}
+
+	csrfToken := strings.TrimSpace(string(tokenBytes))
+	if csrfToken == "" {
+		t.Fatal("empty csrf token")
+	}
+
+	// make a POST request without the CSRF header; ensure it fails
+	resp, err = client.Post(ser.URL+"/test/csrf-protected", "text/plain", nil)
+	if err != nil {
+		t.Fatalf("unable to make request: %v", err)
+	}
+	if resp.StatusCode != http.StatusForbidden {
+		t.Fatalf("unexpected status: %v", resp.Status)
+	}
+
+	// make a POST request with the CSRF header; ensure it succeeds
+	req, err := http.NewRequest("POST", ser.URL+"/test/csrf-protected", nil)
+	if err != nil {
+		t.Fatalf("error building request: %v", err)
+	}
+	req.Header.Set("X-CSRF-Token", csrfToken)
+	resp, err = client.Do(req)
+	if err != nil {
+		t.Fatalf("unable to make request: %v", err)
+	}
+	if resp.StatusCode != http.StatusOK {
+		t.Fatalf("unexpected status: %v", resp.Status)
+	}
+	defer resp.Body.Close()
+	out, err := io.ReadAll(resp.Body)
+	if err != nil {
+		t.Fatalf("unable to read body: %v", err)
+	}
+	if string(out) != "ok" {
+		t.Fatalf("unexpected body: %q", out)
+	}
+}

cmd/containerboot/serve.go

@@ -35,6 +35,8 @@ func watchServeConfigChanges(ctx context.Context, path string, cdChanged <-chan
 	var tickChan <-chan time.Time
 	var eventChan <-chan fsnotify.Event
 	if w, err := fsnotify.NewWatcher(); err != nil {
+		// Creating a new fsnotify watcher would fail for example if inotify was not able to create a new file descriptor.
+		// See https://github.com/tailscale/tailscale/issues/15081
 		log.Printf("serve proxy: failed to create fsnotify watcher, timer-only mode: %v", err)
 		ticker := time.NewTicker(5 * time.Second)
 		defer ticker.Stop()

cmd/containerboot/tailscaled.go

@@ -173,11 +173,14 @@ func tailscaleSet(ctx context.Context, cfg *settings) error {
 func watchTailscaledConfigChanges(ctx context.Context, path string, lc *local.Client, errCh chan<- error) {
 	var (
 		tickChan          <-chan time.Time
+		eventChan         <-chan fsnotify.Event
+		errChan           <-chan error
 		tailscaledCfgDir  = filepath.Dir(path)
 		prevTailscaledCfg []byte
 	)
-	w, err := fsnotify.NewWatcher()
-	if err != nil {
+	if w, err := fsnotify.NewWatcher(); err != nil {
+		// Creating a new fsnotify watcher would fail for example if inotify was not able to create a new file descriptor.
+		// See https://github.com/tailscale/tailscale/issues/15081
 		log.Printf("tailscaled config watch: failed to create fsnotify watcher, timer-only mode: %v", err)
 		ticker := time.NewTicker(5 * time.Second)
 		defer ticker.Stop()
@@ -188,6 +191,8 @@ func watchTailscaledConfigChanges(ctx context.Context, path string, lc *local.Cl
 			errCh <- fmt.Errorf("failed to add fsnotify watch: %w", err)
 			return
 		}
+		eventChan = w.Events
+		errChan = w.Errors
 	}
 	b, err := os.ReadFile(path)
 	if err != nil {
@@ -205,11 +210,11 @@ func watchTailscaledConfigChanges(ctx context.Context, path string, lc *local.Cl
 		select {
 		case <-ctx.Done():
 			return
-		case err := <-w.Errors:
+		case err := <-errChan:
 			errCh <- fmt.Errorf("watcher error: %w", err)
 			return
 		case <-tickChan:
-		case event := <-w.Events:
+		case event := <-eventChan:
 			if event.Name != toWatch {
 				continue
 			}

cmd/derper/cert.go

@@ -4,16 +4,28 @@
 package main
 
 import (
+	"crypto/ecdsa"
+	"crypto/elliptic"
+	"crypto/rand"
+	"crypto/sha256"
 	"crypto/tls"
 	"crypto/x509"
+	"crypto/x509/pkix"
+	"encoding/json"
+	"encoding/pem"
 	"errors"
 	"fmt"
+	"log"
+	"math/big"
 	"net"
 	"net/http"
+	"os"
 	"path/filepath"
 	"regexp"
+	"time"
 
 	"golang.org/x/crypto/acme/autocert"
+	"tailscale.com/tailcfg"
 )
 
 var unsafeHostnameCharacters = regexp.MustCompile(`[^a-zA-Z0-9-\.]`)
@@ -65,8 +77,18 @@ func NewManualCertManager(certdir, hostname string) (certProvider, error) {
 	crtPath := filepath.Join(certdir, keyname+".crt")
 	keyPath := filepath.Join(certdir, keyname+".key")
 	cert, err := tls.LoadX509KeyPair(crtPath, keyPath)
+	hostnameIP := net.ParseIP(hostname) // or nil if hostname isn't an IP address
 	if err != nil {
-		return nil, fmt.Errorf("can not load x509 key pair for hostname %q: %w", keyname, err)
+		// If the hostname is an IP address, automatically create a
+		// self-signed certificate for it.
+		var certp *tls.Certificate
+		if os.IsNotExist(err) && hostnameIP != nil {
+			certp, err = createSelfSignedIPCert(crtPath, keyPath, hostname)
+		}
+		if err != nil {
+			return nil, fmt.Errorf("can not load x509 key pair for hostname %q: %w", keyname, err)
+		}
+		cert = *certp
 	}
 	// ensure hostname matches with the certificate
 	x509Cert, err := x509.ParseCertificate(cert.Certificate[0])
@@ -76,6 +98,18 @@ func NewManualCertManager(certdir, hostname string) (certProvider, error) {
 	if err := x509Cert.VerifyHostname(hostname); err != nil {
 		return nil, fmt.Errorf("cert invalid for hostname %q: %w", hostname, err)
 	}
+	if hostnameIP != nil {
+		// If the hostname is an IP address, print out information on how to
+		// confgure this in the derpmap.
+		dn := &tailcfg.DERPNode{
+			Name:     "custom",
+			RegionID: 900,
+			HostName: hostname,
+			CertName: fmt.Sprintf("sha256-raw:%-02x", sha256.Sum256(x509Cert.Raw)),
+		}
+		dnJSON, _ := json.Marshal(dn)
+		log.Printf("Using self-signed certificate for IP address %q. Configure it in DERPMap using: (https://tailscale.com/s/custom-derp)\n  %s", hostname, dnJSON)
+	}
 	return &manualCertManager{
 		cert:       &cert,
 		hostname:   hostname,
@@ -109,3 +143,69 @@ func (m *manualCertManager) getCertificate(hi *tls.ClientHelloInfo) (*tls.Certif
 func (m *manualCertManager) HTTPHandler(fallback http.Handler) http.Handler {
 	return fallback
 }
+
+func createSelfSignedIPCert(crtPath, keyPath, ipStr string) (*tls.Certificate, error) {
+	ip := net.ParseIP(ipStr)
+	if ip == nil {
+		return nil, fmt.Errorf("invalid IP address: %s", ipStr)
+	}
+
+	priv, err := ecdsa.GenerateKey(elliptic.P256(), rand.Reader)
+	if err != nil {
+		return nil, fmt.Errorf("failed to generate EC private key: %v", err)
+	}
+
+	serialNumberLimit := new(big.Int).Lsh(big.NewInt(1), 128)
+	serialNumber, err := rand.Int(rand.Reader, serialNumberLimit)
+	if err != nil {
+		return nil, fmt.Errorf("failed to generate serial number: %v", err)
+	}
+
+	now := time.Now()
+	template := x509.Certificate{
+		SerialNumber: serialNumber,
+		Subject: pkix.Name{
+			CommonName: ipStr,
+		},
+		NotBefore: now,
+		NotAfter:  now.AddDate(1, 0, 0), // expires in 1 year; a bit over that is rejected by macOS etc
+
+		KeyUsage:              x509.KeyUsageDigitalSignature | x509.KeyUsageKeyEncipherment,
+		ExtKeyUsage:           []x509.ExtKeyUsage{x509.ExtKeyUsageServerAuth},
+		BasicConstraintsValid: true,
+	}
+
+	// Set the IP as a SAN.
+	template.IPAddresses = []net.IP{ip}
+
+	// Create the self-signed certificate.
+	derBytes, err := x509.CreateCertificate(rand.Reader, &template, &template, &priv.PublicKey, priv)
+	if err != nil {
+		return nil, fmt.Errorf("failed to create certificate: %v", err)
+	}
+
+	certPEM := pem.EncodeToMemory(&pem.Block{Type: "CERTIFICATE", Bytes: derBytes})
+
+	keyBytes, err := x509.MarshalECPrivateKey(priv)
+	if err != nil {
+		return nil, fmt.Errorf("unable to marshal EC private key: %v", err)
+	}
+
+	keyPEM := pem.EncodeToMemory(&pem.Block{Type: "EC PRIVATE KEY", Bytes: keyBytes})
+
+	if err := os.MkdirAll(filepath.Dir(crtPath), 0700); err != nil {
+		return nil, fmt.Errorf("failed to create directory for certificate: %v", err)
+	}
+	if err := os.WriteFile(crtPath, certPEM, 0644); err != nil {
+		return nil, fmt.Errorf("failed to write certificate to %s: %v", crtPath, err)
+	}
+	if err := os.WriteFile(keyPath, keyPEM, 0600); err != nil {
+		return nil, fmt.Errorf("failed to write key to %s: %v", keyPath, err)
+	}
+
+	tlsCert, err := tls.X509KeyPair(certPEM, keyPEM)
+	if err != nil {
+		return nil, fmt.Errorf("failed to create tls.Certificate: %v", err)
+	}
+	return &tlsCert, nil
+}

cmd/derper/cert_test.go

@@ -4,19 +4,29 @@
 package main
 
 import (
+	"context"
 	"crypto/ecdsa"
 	"crypto/elliptic"
 	"crypto/rand"
+	"crypto/sha256"
 	"crypto/tls"
 	"crypto/x509"
 	"crypto/x509/pkix"
 	"encoding/pem"
+	"fmt"
 	"math/big"
 	"net"
+	"net/http"
 	"os"
 	"path/filepath"
 	"testing"
 	"time"
+
+	"tailscale.com/derp"
+	"tailscale.com/derp/derphttp"
+	"tailscale.com/net/netmon"
+	"tailscale.com/tailcfg"
+	"tailscale.com/types/key"
 )
 
 // Verify that in --certmode=manual mode, we can use a bare IP address
@@ -95,3 +105,66 @@ func TestCertIP(t *testing.T) {
 		t.Fatalf("GetCertificate returned nil")
 	}
 }
+
+// Test that we can dial a raw IP without using a hostname and without a WebPKI
+// cert, validating the cert against the signature of the cert in the DERP map's
+// DERPNode.
+//
+// See https://github.com/tailscale/tailscale/issues/11776.
+func TestPinnedCertRawIP(t *testing.T) {
+	td := t.TempDir()
+	cp, err := NewManualCertManager(td, "127.0.0.1")
+	if err != nil {
+		t.Fatalf("NewManualCertManager: %v", err)
+	}
+
+	cert, err := cp.TLSConfig().GetCertificate(&tls.ClientHelloInfo{
+		ServerName: "127.0.0.1",
+	})
+	if err != nil {
+		t.Fatalf("GetCertificate: %v", err)
+	}
+
+	ln, err := net.Listen("tcp", "127.0.0.1:0")
+	if err != nil {
+		t.Fatalf("Listen: %v", err)
+	}
+	defer ln.Close()
+
+	ds := derp.NewServer(key.NewNode(), t.Logf)
+
+	derpHandler := derphttp.Handler(ds)
+	mux := http.NewServeMux()
+	mux.Handle("/derp", derpHandler)
+
+	var hs http.Server
+	hs.Handler = mux
+	hs.TLSConfig = cp.TLSConfig()
+	go hs.ServeTLS(ln, "", "")
+
+	lnPort := ln.Addr().(*net.TCPAddr).Port
+
+	reg := &tailcfg.DERPRegion{
+		RegionID: 900,
+		Nodes: []*tailcfg.DERPNode{
+			{
+				RegionID: 900,
+				HostName: "127.0.0.1",
+				CertName: fmt.Sprintf("sha256-raw:%-02x", sha256.Sum256(cert.Leaf.Raw)),
+				DERPPort: lnPort,
+			},
+		},
+	}
+
+	netMon := netmon.NewStatic()
+	dc := derphttp.NewRegionClient(key.NewNode(), t.Logf, netMon, func() *tailcfg.DERPRegion {
+		return reg
+	})
+	defer dc.Close()
+
+	_, connClose, _, err := dc.DialRegionTLS(context.Background(), reg)
+	if err != nil {
+		t.Fatalf("DialRegionTLS: %v", err)
+	}
+	defer connClose.Close()
+}

cmd/derper/depaware.txt

@@ -191,13 +191,11 @@ tailscale.com/cmd/derper dependencies: (generated by github.com/tailscale/depawa
         golang.org/x/crypto/cryptobyte                               from crypto/ecdsa+
         golang.org/x/crypto/cryptobyte/asn1                          from crypto/ecdsa+
         golang.org/x/crypto/curve25519                               from golang.org/x/crypto/nacl/box+
-        golang.org/x/crypto/hkdf                                     from crypto/tls+
         golang.org/x/crypto/internal/alias                           from golang.org/x/crypto/chacha20+
         golang.org/x/crypto/internal/poly1305                        from golang.org/x/crypto/chacha20poly1305+
         golang.org/x/crypto/nacl/box                                 from tailscale.com/types/key
         golang.org/x/crypto/nacl/secretbox                           from golang.org/x/crypto/nacl/box
         golang.org/x/crypto/salsa20/salsa                            from golang.org/x/crypto/nacl/box+
-        golang.org/x/crypto/sha3                                     from crypto/internal/mlkem768+
    W    golang.org/x/exp/constraints                                 from tailscale.com/util/winutil
         golang.org/x/exp/maps                                        from tailscale.com/util/syspolicy/setting+
    L    golang.org/x/net/bpf                                         from github.com/mdlayher/netlink+
@@ -230,7 +228,7 @@ tailscale.com/cmd/derper dependencies: (generated by github.com/tailscale/depawa
         container/list                                               from crypto/tls+
         context                                                      from crypto/tls+
         crypto                                                       from crypto/ecdh+
-        crypto/aes                                                   from crypto/ecdsa+
+        crypto/aes                                                   from crypto/internal/hpke+
         crypto/cipher                                                from crypto/aes+
         crypto/des                                                   from crypto/tls+
         crypto/dsa                                                   from crypto/x509
@@ -239,31 +237,58 @@ tailscale.com/cmd/derper dependencies: (generated by github.com/tailscale/depawa
         crypto/ed25519                                               from crypto/tls+
         crypto/elliptic                                              from crypto/ecdsa+
         crypto/hmac                                                  from crypto/tls+
-        crypto/internal/alias                                        from crypto/aes+
-        crypto/internal/bigmod                                       from crypto/ecdsa+
         crypto/internal/boring                                       from crypto/aes+
         crypto/internal/boring/bbig                                  from crypto/ecdsa+
         crypto/internal/boring/sig                                   from crypto/internal/boring
-        crypto/internal/edwards25519                                 from crypto/ed25519
-        crypto/internal/edwards25519/field                           from crypto/ecdh+
+        crypto/internal/entropy                                      from crypto/internal/fips140/drbg
+        crypto/internal/fips140                                      from crypto/internal/fips140/aes+
+        crypto/internal/fips140/aes                                  from crypto/aes+
+        crypto/internal/fips140/aes/gcm                              from crypto/cipher+
+        crypto/internal/fips140/alias                                from crypto/cipher+
+        crypto/internal/fips140/bigmod                               from crypto/internal/fips140/ecdsa+
+        crypto/internal/fips140/check                                from crypto/internal/fips140/aes+
+        crypto/internal/fips140/drbg                                 from crypto/internal/fips140/aes/gcm+
+        crypto/internal/fips140/ecdh                                 from crypto/ecdh
+        crypto/internal/fips140/ecdsa                                from crypto/ecdsa
+        crypto/internal/fips140/ed25519                              from crypto/ed25519
+        crypto/internal/fips140/edwards25519                         from crypto/internal/fips140/ed25519
+        crypto/internal/fips140/edwards25519/field                   from crypto/ecdh+
+        crypto/internal/fips140/hkdf                                 from crypto/internal/fips140/tls13+
+        crypto/internal/fips140/hmac                                 from crypto/hmac+
+        crypto/internal/fips140/mlkem                                from crypto/tls
+        crypto/internal/fips140/nistec                               from crypto/elliptic+
+        crypto/internal/fips140/nistec/fiat                          from crypto/internal/fips140/nistec
+        crypto/internal/fips140/rsa                                  from crypto/rsa
+        crypto/internal/fips140/sha256                               from crypto/internal/fips140/check+
+        crypto/internal/fips140/sha3                                 from crypto/internal/fips140/hmac+
+        crypto/internal/fips140/sha512                               from crypto/internal/fips140/ecdsa+
+        crypto/internal/fips140/subtle                               from crypto/internal/fips140/aes+
+        crypto/internal/fips140/tls12                                from crypto/tls
+        crypto/internal/fips140/tls13                                from crypto/tls
+        crypto/internal/fips140deps/byteorder                        from crypto/internal/fips140/aes+
+        crypto/internal/fips140deps/cpu                              from crypto/internal/fips140/aes+
+        crypto/internal/fips140deps/godebug                          from crypto/internal/fips140+
+        crypto/internal/fips140hash                                  from crypto/ecdsa+
+        crypto/internal/fips140only                                  from crypto/cipher+
         crypto/internal/hpke                                         from crypto/tls
-        crypto/internal/mlkem768                                     from crypto/tls
-        crypto/internal/nistec                                       from crypto/ecdh+
-        crypto/internal/nistec/fiat                                  from crypto/internal/nistec
+        crypto/internal/impl                                         from crypto/internal/fips140/aes+
         crypto/internal/randutil                                     from crypto/dsa+
+        crypto/internal/sysrand                                      from crypto/internal/entropy+
         crypto/md5                                                   from crypto/tls+
         crypto/rand                                                  from crypto/ed25519+
         crypto/rc4                                                   from crypto/tls
         crypto/rsa                                                   from crypto/tls+
         crypto/sha1                                                  from crypto/tls+
         crypto/sha256                                                from crypto/tls+
+        crypto/sha3                                                  from crypto/internal/fips140hash
         crypto/sha512                                                from crypto/ecdsa+
-        crypto/subtle                                                from crypto/aes+
+        crypto/subtle                                                from crypto/cipher+
         crypto/tls                                                   from golang.org/x/crypto/acme+
+        crypto/tls/internal/fips140tls                               from crypto/tls
         crypto/x509                                                  from crypto/tls+
    D    crypto/x509/internal/macos                                   from crypto/x509
         crypto/x509/pkix                                             from crypto/x509+
-        embed                                                        from crypto/internal/nistec+
+        embed                                                        from google.golang.org/protobuf/internal/editiondefaults+
         encoding                                                     from encoding/json+
         encoding/asn1                                                from crypto/x509+
         encoding/base32                                              from github.com/fxamacker/cbor/v2+
@@ -284,23 +309,22 @@ tailscale.com/cmd/derper dependencies: (generated by github.com/tailscale/depawa
         html                                                         from net/http/pprof+
         html/template                                                from tailscale.com/cmd/derper
         internal/abi                                                 from crypto/x509/internal/macos+
-        internal/asan                                                from syscall
+        internal/asan                                                from syscall+
         internal/bisect                                              from internal/godebug
         internal/bytealg                                             from bytes+
-        internal/byteorder                                           from crypto/aes+
+        internal/byteorder                                           from crypto/cipher+
         internal/chacha8rand                                         from math/rand/v2+
-        internal/concurrent                                          from unique
         internal/coverage/rtcov                                      from runtime
-        internal/cpu                                                 from crypto/aes+
+        internal/cpu                                                 from crypto/internal/fips140deps/cpu+
         internal/filepathlite                                        from os+
         internal/fmtsort                                             from fmt+
-        internal/goarch                                              from crypto/aes+
+        internal/goarch                                              from crypto/internal/fips140deps/cpu+
         internal/godebug                                             from crypto/tls+
         internal/godebugs                                            from internal/godebug+
-        internal/goexperiment                                        from runtime
+        internal/goexperiment                                        from runtime+
         internal/goos                                                from crypto/x509+
         internal/itoa                                                from internal/poll+
-        internal/msan                                                from syscall
+        internal/msan                                                from syscall+
         internal/nettrace                                            from net+
         internal/oserror                                             from io/fs+
         internal/poll                                                from net+
@@ -310,17 +334,20 @@ tailscale.com/cmd/derper dependencies: (generated by github.com/tailscale/depawa
         internal/reflectlite                                         from context+
         internal/runtime/atomic                                      from internal/runtime/exithook+
         internal/runtime/exithook                                    from runtime
+        internal/runtime/maps                                        from reflect+
+        internal/runtime/math                                        from internal/runtime/maps+
+        internal/runtime/sys                                         from crypto/subtle+
    L    internal/runtime/syscall                                     from runtime+
         internal/singleflight                                        from net
         internal/stringslite                                         from embed+
+        internal/sync                                                from sync+
         internal/syscall/execenv                                     from os+
-  LD    internal/syscall/unix                                        from crypto/rand+
-   W    internal/syscall/windows                                     from crypto/rand+
+  LD    internal/syscall/unix                                        from crypto/internal/sysrand+
+   W    internal/syscall/windows                                     from crypto/internal/sysrand+
    W    internal/syscall/windows/registry                            from mime+
    W    internal/syscall/windows/sysdll                              from internal/syscall/windows+
         internal/testlog                                             from os
         internal/unsafeheader                                        from internal/reflectlite+
-        internal/weak                                                from unique
         io                                                           from bufio+
         io/fs                                                        from crypto/x509+
    L    io/ioutil                                                    from github.com/mitchellh/go-ps+
@@ -332,7 +359,7 @@ tailscale.com/cmd/derper dependencies: (generated by github.com/tailscale/depawa
         math/big                                                     from crypto/dsa+
         math/bits                                                    from compress/flate+
         math/rand                                                    from github.com/mdlayher/netlink+
-        math/rand/v2                                                 from internal/concurrent+
+        math/rand/v2                                                 from crypto/ecdsa+
         mime                                                         from github.com/prometheus/common/expfmt+
         mime/multipart                                               from net/http
         mime/quotedprintable                                         from mime/multipart
@@ -345,7 +372,7 @@ tailscale.com/cmd/derper dependencies: (generated by github.com/tailscale/depawa
         net/netip                                                    from go4.org/netipx+
         net/textproto                                                from golang.org/x/net/http/httpguts+
         net/url                                                      from crypto/x509+
-        os                                                           from crypto/rand+
+        os                                                           from crypto/internal/sysrand+
         os/exec                                                      from github.com/coreos/go-iptables/iptables+
         os/signal                                                    from tailscale.com/cmd/derper
    W    os/user                                                      from tailscale.com/util/winutil+
@@ -354,10 +381,8 @@ tailscale.com/cmd/derper dependencies: (generated by github.com/tailscale/depawa
         reflect                                                      from crypto/x509+
         regexp                                                       from github.com/coreos/go-iptables/iptables+
         regexp/syntax                                                from regexp
-        runtime                                                      from crypto/internal/nistec+
+        runtime                                                      from crypto/internal/fips140+
         runtime/debug                                                from github.com/prometheus/client_golang/prometheus+
-        runtime/internal/math                                        from runtime
-        runtime/internal/sys                                         from runtime
         runtime/metrics                                              from github.com/prometheus/client_golang/prometheus+
         runtime/pprof                                                from net/http/pprof
         runtime/trace                                                from net/http/pprof
@@ -367,7 +392,7 @@ tailscale.com/cmd/derper dependencies: (generated by github.com/tailscale/depawa
         strings                                                      from bufio+
         sync                                                         from compress/flate+
         sync/atomic                                                  from context+
-        syscall                                                      from crypto/rand+
+        syscall                                                      from crypto/internal/sysrand+
         text/tabwriter                                               from runtime/pprof
         text/template                                                from html/template
         text/template/parse                                          from html/template+
@@ -377,3 +402,4 @@ tailscale.com/cmd/derper dependencies: (generated by github.com/tailscale/depawa
         unicode/utf8                                                 from bufio+
         unique                                                       from net/netip
         unsafe                                                       from bytes+
+        weak                                                         from unique

cmd/derper/derper.go

@@ -63,6 +63,7 @@ var (
 	hostname    = flag.String("hostname", "derp.tailscale.com", "LetsEncrypt host name, if addr's port is :443. When --certmode=manual, this can be an IP address to avoid SNI checks")
 	runSTUN     = flag.Bool("stun", true, "whether to run a STUN server. It will bind to the same IP (if any) as the --addr flag value.")
 	runDERP     = flag.Bool("derp", true, "whether to run a DERP server. The only reason to set this false is if you're decommissioning a server but want to keep its bootstrap DNS functionality still running.")
+	flagHome    = flag.String("home", "", "what to serve at the root path. It may be left empty (the default, for a default homepage), \"blank\" for a blank page, or a URL to redirect to")
 
 	meshPSKFile     = flag.String("mesh-psk-file", defaultMeshPSKFile(), "if non-empty, path to file containing the mesh pre-shared key file. It should contain some hex string; whitespace is trimmed.")
 	meshWith        = flag.String("mesh-with", "", "optional comma-separated list of hostnames to mesh with; the server's own hostname can be in the list. If an entry contains a slash, the second part names a hostname to be used when dialing the target.")
@@ -71,10 +72,13 @@ var (
 	secretsCacheDir = flag.String("secrets-cache-dir", defaultSetecCacheDir(), "directory to cache setec secrets in (required if --secrets-url is set)")
 	bootstrapDNS    = flag.String("bootstrap-dns-names", "", "optional comma-separated list of hostnames to make available at /bootstrap-dns")
 	unpublishedDNS  = flag.String("unpublished-bootstrap-dns-names", "", "optional comma-separated list of hostnames to make available at /bootstrap-dns and not publish in the list. If an entry contains a slash, the second part names a DNS record to poll for its TXT record with a `0` to `100` value for rollout percentage.")
+
 	verifyClients   = flag.Bool("verify-clients", false, "verify clients to this DERP server through a local tailscaled instance.")
 	verifyClientURL = flag.String("verify-client-url", "", "if non-empty, an admission controller URL for permitting client connections; see tailcfg.DERPAdmitClientRequest")
 	verifyFailOpen  = flag.Bool("verify-client-url-fail-open", true, "whether we fail open if --verify-client-url is unreachable")
 
+	socket = flag.String("socket", "", "optional alternate path to tailscaled socket (only relevant when using --verify-clients)")
+
 	acceptConnLimit = flag.Float64("accept-connection-limit", math.Inf(+1), "rate limit for accepting new connection")
 	acceptConnBurst = flag.Int("accept-connection-burst", math.MaxInt, "burst limit for accepting new connection")
 
@@ -192,6 +196,7 @@ func main() {
 
 	s := derp.NewServer(cfg.PrivateKey, log.Printf)
 	s.SetVerifyClient(*verifyClients)
+	s.SetTailscaledSocketPath(*socket)
 	s.SetVerifyClientURL(*verifyClientURL)
 	s.SetVerifyClientURLFailOpen(*verifyFailOpen)
 	s.SetTCPWriteTimeout(*tcpWriteTimeout)
@@ -250,6 +255,11 @@ func main() {
 	}
 	expvar.Publish("derp", s.ExpVar())
 
+	handleHome, ok := getHomeHandler(*flagHome)
+	if !ok {
+		log.Fatalf("unknown --home value %q", *flagHome)
+	}
+
 	mux := http.NewServeMux()
 	if *runDERP {
 		derpHandler := derphttp.Handler(s)
@@ -270,19 +280,7 @@ func main() {
 	mux.HandleFunc("/bootstrap-dns", tsweb.BrowserHeaderHandlerFunc(handleBootstrapDNS))
 	mux.Handle("/", http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) {
 		tsweb.AddBrowserHeaders(w)
-		w.Header().Set("Content-Type", "text/html; charset=utf-8")
-		w.WriteHeader(200)
-		err := homePageTemplate.Execute(w, templateData{
-			ShowAbuseInfo: validProdHostname.MatchString(*hostname),
-			Disabled:      !*runDERP,
-			AllowDebug:    tsweb.AllowDebugAccess(r),
-		})
-		if err != nil {
-			if r.Context().Err() == nil {
-				log.Printf("homePageTemplate.Execute: %v", err)
-			}
-			return
-		}
+		handleHome.ServeHTTP(w, r)
 	}))
 	mux.Handle("/robots.txt", http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) {
 		tsweb.AddBrowserHeaders(w)
@@ -324,6 +322,9 @@ func main() {
 		Control:   ktimeout.UserTimeout(*tcpUserTimeout),
 		KeepAlive: *tcpKeepAlive,
 	}
+	// As of 2025-02-19, MPTCP does not support TCP_USER_TIMEOUT socket option
+	// set in ktimeout.UserTimeout above.
+	lc.SetMultipathTCP(false)
 
 	quietLogger := log.New(logger.HTTPServerLogFilter{Inner: log.Printf}, "", 0)
 	httpsrv := &http.Server{
@@ -572,3 +573,35 @@ var homePageTemplate = template.Must(template.New("home").Parse(`<html><body>
 </body>
 </html>
 `))
+
+// getHomeHandler returns a handler for the home page based on a flag string
+// as documented on the --home flag.
+func getHomeHandler(val string) (_ http.Handler, ok bool) {
+	if val == "" {
+		return http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) {
+			w.Header().Set("Content-Type", "text/html; charset=utf-8")
+			w.WriteHeader(200)
+			err := homePageTemplate.Execute(w, templateData{
+				ShowAbuseInfo: validProdHostname.MatchString(*hostname),
+				Disabled:      !*runDERP,
+				AllowDebug:    tsweb.AllowDebugAccess(r),
+			})
+			if err != nil {
+				if r.Context().Err() == nil {
+					log.Printf("homePageTemplate.Execute: %v", err)
+				}
+				return
+			}
+		}), true
+	}
+	if val == "blank" {
+		return http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) {
+			w.Header().Set("Content-Type", "text/html; charset=utf-8")
+			w.WriteHeader(200)
+		}), true
+	}
+	if strings.HasPrefix(val, "http://") || strings.HasPrefix(val, "https://") {
+		return http.RedirectHandler(val, http.StatusFound), true
+	}
+	return nil, false
+}

cmd/get-authkey/main.go

@@ -16,14 +16,10 @@ import (
 	"strings"
 
 	"golang.org/x/oauth2/clientcredentials"
-	"tailscale.com/client/tailscale"
+	"tailscale.com/internal/client/tailscale"
 )
 
 func main() {
-	// Required to use our client API. We're fine with the instability since the
-	// client lives in the same repo as this code.
-	tailscale.I_Acknowledge_This_API_Is_Unstable = true
-
 	reusable := flag.Bool("reusable", false, "allocate a reusable authkey")
 	ephemeral := flag.Bool("ephemeral", false, "allocate an ephemeral authkey")
 	preauth := flag.Bool("preauth", true, "set the authkey as pre-authorized")

cmd/gitops-pusher/gitops-pusher.go

@@ -13,6 +13,7 @@ import (
 	"encoding/json"
 	"flag"
 	"fmt"
+	"io"
 	"log"
 	"net/http"
 	"os"
@@ -405,7 +406,8 @@ func getACLETag(ctx context.Context, client *http.Client, tailnet, apiKey string
 	got := resp.StatusCode
 	want := http.StatusOK
 	if got != want {
-		return "", fmt.Errorf("wanted HTTP status code %d but got %d", want, got)
+		errorDetails, _ := io.ReadAll(resp.Body)
+		return "", fmt.Errorf("wanted HTTP status code %d but got %d: %#q", want, got, string(errorDetails))
 	}
 
 	return Shuck(resp.Header.Get("ETag")), nil

cmd/hello/hello.go

@@ -20,6 +20,7 @@ import (
 
 	"tailscale.com/client/local"
 	"tailscale.com/client/tailscale/apitype"
+	"tailscale.com/tailcfg"
 )
 
 var (
@@ -134,6 +135,10 @@ func tailscaleIP(who *apitype.WhoIsResponse) string {
 	if who == nil {
 		return ""
 	}
+	vals, err := tailcfg.UnmarshalNodeCapJSON[string](who.Node.CapMap, tailcfg.NodeAttrNativeIPV4)
+	if err == nil && len(vals) > 0 {
+		return vals[0]
+	}
 	for _, nodeIP := range who.Node.Addresses {
 		if nodeIP.Addr().Is4() && nodeIP.IsSingleIP() {
 			return nodeIP.Addr().String()

cmd/k8s-operator/depaware.txt

@@ -81,7 +81,6 @@ tailscale.com/cmd/k8s-operator dependencies: (generated by github.com/tailscale/
    L    github.com/aws/smithy-go/transport/http/internal/io          from github.com/aws/smithy-go/transport/http
    L    github.com/aws/smithy-go/waiter                              from github.com/aws/aws-sdk-go-v2/service/ssm
         github.com/beorn7/perks/quantile                             from github.com/prometheus/client_golang/prometheus
-        github.com/bits-and-blooms/bitset                            from github.com/gaissmai/bart
      💣 github.com/cespare/xxhash/v2                                 from github.com/prometheus/client_golang/prometheus
    L    github.com/coreos/go-iptables/iptables                       from tailscale.com/util/linuxfw
      💣 github.com/davecgh/go-spew/spew                              from k8s.io/apimachinery/pkg/util/dump
@@ -99,6 +98,8 @@ tailscale.com/cmd/k8s-operator dependencies: (generated by github.com/tailscale/
      💣 github.com/fsnotify/fsnotify                                 from sigs.k8s.io/controller-runtime/pkg/certwatcher
         github.com/fxamacker/cbor/v2                                 from tailscale.com/tka+
         github.com/gaissmai/bart                                     from tailscale.com/net/ipset+
+        github.com/gaissmai/bart/internal/bitset                     from github.com/gaissmai/bart+
+        github.com/gaissmai/bart/internal/sparse                     from github.com/gaissmai/bart
         github.com/go-json-experiment/json                           from tailscale.com/types/opt+
         github.com/go-json-experiment/json/internal                  from github.com/go-json-experiment/json/internal/jsonflags+
         github.com/go-json-experiment/json/internal/jsonflags        from github.com/go-json-experiment/json/internal/jsonopts+
@@ -810,9 +811,12 @@ tailscale.com/cmd/k8s-operator dependencies: (generated by github.com/tailscale/
         tailscale.com/health                                         from tailscale.com/control/controlclient+
         tailscale.com/health/healthmsg                               from tailscale.com/ipn/ipnlocal
         tailscale.com/hostinfo                                       from tailscale.com/client/web+
+        tailscale.com/internal/client/tailscale                      from tailscale.com/cmd/k8s-operator
         tailscale.com/internal/noiseconn                             from tailscale.com/control/controlclient
         tailscale.com/ipn                                            from tailscale.com/client/local+
+        tailscale.com/ipn/auditlog                                   from tailscale.com/ipn/ipnlocal+
         tailscale.com/ipn/conffile                                   from tailscale.com/ipn/ipnlocal+
+     💣 tailscale.com/ipn/desktop                                    from tailscale.com/ipn/ipnlocal+
      💣 tailscale.com/ipn/ipnauth                                    from tailscale.com/ipn/ipnlocal+
         tailscale.com/ipn/ipnlocal                                   from tailscale.com/ipn/localapi+
         tailscale.com/ipn/ipnstate                                   from tailscale.com/client/local+
@@ -901,6 +905,7 @@ tailscale.com/cmd/k8s-operator dependencies: (generated by github.com/tailscale/
         tailscale.com/tstime/rate                                    from tailscale.com/derp+
         tailscale.com/tsweb/varz                                     from tailscale.com/util/usermetric
         tailscale.com/types/appctype                                 from tailscale.com/ipn/ipnlocal
+        tailscale.com/types/bools                                    from tailscale.com/tsnet
         tailscale.com/types/dnstype                                  from tailscale.com/ipn/ipnlocal+
         tailscale.com/types/empty                                    from tailscale.com/ipn+
         tailscale.com/types/ipproto                                  from tailscale.com/net/flowtrack+
@@ -994,14 +999,13 @@ tailscale.com/cmd/k8s-operator dependencies: (generated by github.com/tailscale/
         golang.org/x/crypto/cryptobyte                               from crypto/ecdsa+
         golang.org/x/crypto/cryptobyte/asn1                          from crypto/ecdsa+
         golang.org/x/crypto/curve25519                               from golang.org/x/crypto/ssh+
-        golang.org/x/crypto/hkdf                                     from crypto/tls+
+        golang.org/x/crypto/hkdf                                     from tailscale.com/control/controlbase
         golang.org/x/crypto/internal/alias                           from golang.org/x/crypto/chacha20+
         golang.org/x/crypto/internal/poly1305                        from golang.org/x/crypto/chacha20poly1305+
         golang.org/x/crypto/nacl/box                                 from tailscale.com/types/key
         golang.org/x/crypto/nacl/secretbox                           from golang.org/x/crypto/nacl/box
         golang.org/x/crypto/poly1305                                 from github.com/tailscale/wireguard-go/device
         golang.org/x/crypto/salsa20/salsa                            from golang.org/x/crypto/nacl/box+
-        golang.org/x/crypto/sha3                                     from crypto/internal/mlkem768+
   LD    golang.org/x/crypto/ssh                                      from tailscale.com/ipn/ipnlocal
   LD    golang.org/x/crypto/ssh/internal/bcrypt_pbkdf                from golang.org/x/crypto/ssh
         golang.org/x/exp/constraints                                 from github.com/dblohm7/wingoes/pe+
@@ -1052,7 +1056,7 @@ tailscale.com/cmd/k8s-operator dependencies: (generated by github.com/tailscale/
         container/list                                               from crypto/tls+
         context                                                      from crypto/tls+
         crypto                                                       from crypto/ecdh+
-        crypto/aes                                                   from crypto/ecdsa+
+        crypto/aes                                                   from crypto/internal/hpke+
         crypto/cipher                                                from crypto/aes+
         crypto/des                                                   from crypto/tls+
         crypto/dsa                                                   from crypto/x509+
@@ -1061,27 +1065,54 @@ tailscale.com/cmd/k8s-operator dependencies: (generated by github.com/tailscale/
         crypto/ed25519                                               from crypto/tls+
         crypto/elliptic                                              from crypto/ecdsa+
         crypto/hmac                                                  from crypto/tls+
-        crypto/internal/alias                                        from crypto/aes+
-        crypto/internal/bigmod                                       from crypto/ecdsa+
         crypto/internal/boring                                       from crypto/aes+
         crypto/internal/boring/bbig                                  from crypto/ecdsa+
         crypto/internal/boring/sig                                   from crypto/internal/boring
-        crypto/internal/edwards25519                                 from crypto/ed25519
-        crypto/internal/edwards25519/field                           from crypto/ecdh+
+        crypto/internal/entropy                                      from crypto/internal/fips140/drbg
+        crypto/internal/fips140                                      from crypto/internal/fips140/aes+
+        crypto/internal/fips140/aes                                  from crypto/aes+
+        crypto/internal/fips140/aes/gcm                              from crypto/cipher+
+        crypto/internal/fips140/alias                                from crypto/cipher+
+        crypto/internal/fips140/bigmod                               from crypto/internal/fips140/ecdsa+
+        crypto/internal/fips140/check                                from crypto/internal/fips140/aes+
+        crypto/internal/fips140/drbg                                 from crypto/internal/fips140/aes/gcm+
+        crypto/internal/fips140/ecdh                                 from crypto/ecdh
+        crypto/internal/fips140/ecdsa                                from crypto/ecdsa
+        crypto/internal/fips140/ed25519                              from crypto/ed25519
+        crypto/internal/fips140/edwards25519                         from crypto/internal/fips140/ed25519
+        crypto/internal/fips140/edwards25519/field                   from crypto/ecdh+
+        crypto/internal/fips140/hkdf                                 from crypto/internal/fips140/tls13+
+        crypto/internal/fips140/hmac                                 from crypto/hmac+
+        crypto/internal/fips140/mlkem                                from crypto/tls
+        crypto/internal/fips140/nistec                               from crypto/elliptic+
+        crypto/internal/fips140/nistec/fiat                          from crypto/internal/fips140/nistec
+        crypto/internal/fips140/rsa                                  from crypto/rsa
+        crypto/internal/fips140/sha256                               from crypto/internal/fips140/check+
+        crypto/internal/fips140/sha3                                 from crypto/internal/fips140/hmac+
+        crypto/internal/fips140/sha512                               from crypto/internal/fips140/ecdsa+
+        crypto/internal/fips140/subtle                               from crypto/internal/fips140/aes+
+        crypto/internal/fips140/tls12                                from crypto/tls
+        crypto/internal/fips140/tls13                                from crypto/tls
+        crypto/internal/fips140deps/byteorder                        from crypto/internal/fips140/aes+
+        crypto/internal/fips140deps/cpu                              from crypto/internal/fips140/aes+
+        crypto/internal/fips140deps/godebug                          from crypto/internal/fips140+
+        crypto/internal/fips140hash                                  from crypto/ecdsa+
+        crypto/internal/fips140only                                  from crypto/cipher+
         crypto/internal/hpke                                         from crypto/tls
-        crypto/internal/mlkem768                                     from crypto/tls
-        crypto/internal/nistec                                       from crypto/ecdh+
-        crypto/internal/nistec/fiat                                  from crypto/internal/nistec
+        crypto/internal/impl                                         from crypto/internal/fips140/aes+
         crypto/internal/randutil                                     from crypto/dsa+
+        crypto/internal/sysrand                                      from crypto/internal/entropy+
         crypto/md5                                                   from crypto/tls+
         crypto/rand                                                  from crypto/ed25519+
         crypto/rc4                                                   from crypto/tls+
         crypto/rsa                                                   from crypto/tls+
         crypto/sha1                                                  from crypto/tls+
         crypto/sha256                                                from crypto/tls+
+        crypto/sha3                                                  from crypto/internal/fips140hash
         crypto/sha512                                                from crypto/ecdsa+
-        crypto/subtle                                                from crypto/aes+
+        crypto/subtle                                                from crypto/cipher+
         crypto/tls                                                   from github.com/aws/aws-sdk-go-v2/aws/transport/http+
+        crypto/tls/internal/fips140tls                               from crypto/tls
         crypto/x509                                                  from crypto/tls+
    D    crypto/x509/internal/macos                                   from crypto/x509
         crypto/x509/pkix                                             from crypto/x509+
@@ -1089,7 +1120,7 @@ tailscale.com/cmd/k8s-operator dependencies: (generated by github.com/tailscale/
         database/sql/driver                                          from database/sql+
    W    debug/dwarf                                                  from debug/pe
    W    debug/pe                                                     from github.com/dblohm7/wingoes/pe
-        embed                                                        from crypto/internal/nistec+
+        embed                                                        from github.com/tailscale/web-client-prebuilt+
         encoding                                                     from encoding/gob+
         encoding/asn1                                                from crypto/x509+
         encoding/base32                                              from github.com/fxamacker/cbor/v2+
@@ -1109,7 +1140,6 @@ tailscale.com/cmd/k8s-operator dependencies: (generated by github.com/tailscale/
         go/build/constraint                                          from go/parser
         go/doc                                                       from k8s.io/apimachinery/pkg/runtime
         go/doc/comment                                               from go/doc
-        go/internal/typeparams                                       from go/parser
         go/parser                                                    from k8s.io/apimachinery/pkg/runtime
         go/scanner                                                   from go/ast+
         go/token                                                     from go/ast+
@@ -1121,24 +1151,23 @@ tailscale.com/cmd/k8s-operator dependencies: (generated by github.com/tailscale/
         html                                                         from html/template+
         html/template                                                from github.com/gorilla/csrf
         internal/abi                                                 from crypto/x509/internal/macos+
-        internal/asan                                                from syscall
+        internal/asan                                                from syscall+
         internal/bisect                                              from internal/godebug
         internal/bytealg                                             from bytes+
-        internal/byteorder                                           from crypto/aes+
+        internal/byteorder                                           from crypto/cipher+
         internal/chacha8rand                                         from math/rand/v2+
-        internal/concurrent                                          from unique
         internal/coverage/rtcov                                      from runtime
-        internal/cpu                                                 from crypto/aes+
+        internal/cpu                                                 from crypto/internal/fips140deps/cpu+
         internal/filepathlite                                        from os+
         internal/fmtsort                                             from fmt+
-        internal/goarch                                              from crypto/aes+
+        internal/goarch                                              from crypto/internal/fips140deps/cpu+
         internal/godebug                                             from archive/tar+
         internal/godebugs                                            from internal/godebug+
-        internal/goexperiment                                        from runtime
+        internal/goexperiment                                        from runtime+
         internal/goos                                                from crypto/x509+
         internal/itoa                                                from internal/poll+
         internal/lazyregexp                                          from go/doc
-        internal/msan                                                from syscall
+        internal/msan                                                from syscall+
         internal/nettrace                                            from net+
         internal/oserror                                             from io/fs+
         internal/poll                                                from net+
@@ -1148,18 +1177,21 @@ tailscale.com/cmd/k8s-operator dependencies: (generated by github.com/tailscale/
         internal/reflectlite                                         from context+
         internal/runtime/atomic                                      from internal/runtime/exithook+
         internal/runtime/exithook                                    from runtime
+        internal/runtime/maps                                        from reflect+
+        internal/runtime/math                                        from internal/runtime/maps+
+        internal/runtime/sys                                         from crypto/subtle+
    L    internal/runtime/syscall                                     from runtime+
         internal/saferio                                             from debug/pe+
         internal/singleflight                                        from net
         internal/stringslite                                         from embed+
+        internal/sync                                                from sync+
         internal/syscall/execenv                                     from os+
-  LD    internal/syscall/unix                                        from crypto/rand+
-   W    internal/syscall/windows                                     from crypto/rand+
+  LD    internal/syscall/unix                                        from crypto/internal/sysrand+
+   W    internal/syscall/windows                                     from crypto/internal/sysrand+
    W    internal/syscall/windows/registry                            from mime+
    W    internal/syscall/windows/sysdll                              from internal/syscall/windows+
         internal/testlog                                             from os
         internal/unsafeheader                                        from internal/reflectlite+
-        internal/weak                                                from unique
         io                                                           from archive/tar+
         io/fs                                                        from archive/tar+
         io/ioutil                                                    from github.com/aws/aws-sdk-go-v2/aws/protocol/query+
@@ -1188,7 +1220,7 @@ tailscale.com/cmd/k8s-operator dependencies: (generated by github.com/tailscale/
         net/netip                                                    from github.com/gaissmai/bart+
         net/textproto                                                from github.com/aws/aws-sdk-go-v2/aws/signer/v4+
         net/url                                                      from crypto/x509+
-        os                                                           from crypto/rand+
+        os                                                           from crypto/internal/sysrand+
         os/exec                                                      from github.com/aws/aws-sdk-go-v2/credentials/processcreds+
         os/signal                                                    from sigs.k8s.io/controller-runtime/pkg/manager/signals
         os/user                                                      from archive/tar+
@@ -1199,8 +1231,6 @@ tailscale.com/cmd/k8s-operator dependencies: (generated by github.com/tailscale/
         regexp/syntax                                                from regexp
         runtime                                                      from archive/tar+
         runtime/debug                                                from github.com/aws/aws-sdk-go-v2/internal/sync/singleflight+
-        runtime/internal/math                                        from runtime
-        runtime/internal/sys                                         from runtime
         runtime/metrics                                              from github.com/prometheus/client_golang/prometheus+
         runtime/pprof                                                from net/http/pprof+
         runtime/trace                                                from net/http/pprof
@@ -1220,3 +1250,4 @@ tailscale.com/cmd/k8s-operator dependencies: (generated by github.com/tailscale/
         unicode/utf8                                                 from bufio+
         unique                                                       from net/netip
         unsafe                                                       from bytes+
+        weak                                                         from unique

cmd/k8s-operator/e2e/main_test.go

@@ -21,7 +21,7 @@ import (
 	"sigs.k8s.io/controller-runtime/pkg/client"
 	logf "sigs.k8s.io/controller-runtime/pkg/log"
 	kzap "sigs.k8s.io/controller-runtime/pkg/log/zap"
-	"tailscale.com/client/tailscale"
+	"tailscale.com/internal/client/tailscale"
 )
 
 const (
@@ -64,7 +64,6 @@ func TestMain(m *testing.M) {
 func runTests(m *testing.M) (int, error) {
 	zlog := kzap.NewRaw([]kzap.Opts{kzap.UseDevMode(true), kzap.Level(zapcore.DebugLevel)}...).Sugar()
 	logf.SetLogger(zapr.NewLogger(zlog.Desugar()))
-	tailscale.I_Acknowledge_This_API_Is_Unstable = true
 
 	if clientID := os.Getenv("TS_API_CLIENT_ID"); clientID != "" {
 		cleanup, err := setupClientAndACLs()

cmd/k8s-operator/egress-services.go

@@ -630,7 +630,11 @@ func tailnetTargetFromSvc(svc *corev1.Service) egressservices.TailnetTarget {
 
 func portMap(p corev1.ServicePort) egressservices.PortMap {
 	// TODO (irbekrm): out of bounds check?
-	return egressservices.PortMap{Protocol: string(p.Protocol), MatchPort: uint16(p.TargetPort.IntVal), TargetPort: uint16(p.Port)}
+	return egressservices.PortMap{
+		Protocol:   string(p.Protocol),
+		MatchPort:  uint16(p.TargetPort.IntVal),
+		TargetPort: uint16(p.Port),
+	}
 }
 
 func isEgressSvcForProxyGroup(obj client.Object) bool {

cmd/k8s-operator/ingress-for-pg.go

@@ -15,6 +15,9 @@ import (
 	"slices"
 	"strings"
 	"sync"
+	"time"
+
+	"math/rand/v2"
 
 	"go.uber.org/zap"
 	corev1 "k8s.io/api/core/v1"
@@ -26,7 +29,7 @@ import (
 	"k8s.io/client-go/tools/record"
 	"sigs.k8s.io/controller-runtime/pkg/client"
 	"sigs.k8s.io/controller-runtime/pkg/reconcile"
-	"tailscale.com/client/tailscale"
+	"tailscale.com/internal/client/tailscale"
 	"tailscale.com/ipn"
 	"tailscale.com/ipn/ipnstate"
 	tsoperator "tailscale.com/k8s-operator"
@@ -46,13 +49,16 @@ const (
 	FinalizerNamePG = "tailscale.com/ingress-pg-finalizer"
 
 	indexIngressProxyGroup = ".metadata.annotations.ingress-proxy-group"
+	// annotationHTTPEndpoint can be used to configure the Ingress to expose an HTTP endpoint to tailnet (as
+	// well as the default HTTPS endpoint).
+	annotationHTTPEndpoint = "tailscale.com/http-endpoint"
 )
 
 var gaugePGIngressResources = clientmetric.NewGauge(kubetypes.MetricIngressPGResourceCount)
 
-// IngressPGReconciler is a controller that reconciles Tailscale Ingresses should be exposed on an ingress ProxyGroup
-// (in HA mode).
-type IngressPGReconciler struct {
+// HAIngressReconciler is a controller that reconciles Tailscale Ingresses
+// should be exposed on an ingress ProxyGroup (in HA mode).
+type HAIngressReconciler struct {
 	client.Client
 
 	recorder    record.EventRecorder
@@ -62,6 +68,7 @@ type IngressPGReconciler struct {
 	tsNamespace string
 	lc          localClient
 	defaultTags []string
+	operatorID  string // stableID of the operator's Tailscale device
 
 	mu sync.Mutex // protects following
 	// managedIngresses is a set of all ingress resources that we're currently
@@ -69,20 +76,29 @@ type IngressPGReconciler struct {
 	managedIngresses set.Slice[types.UID]
 }
 
-// Reconcile reconciles Ingresses that should be exposed over Tailscale in HA mode (on a ProxyGroup). It looks at all
-// Ingresses with tailscale.com/proxy-group annotation. For each such Ingress, it ensures that a VIPService named after
-// the hostname of the Ingress exists and is up to date. It also ensures that the serve config for the ingress
-// ProxyGroup is updated to route traffic for the VIPService to the Ingress's backend Services.
-// When an Ingress is deleted or unexposed, the VIPService and the associated serve config are cleaned up.
-// Ingress hostname change also results in the VIPService for the previous hostname being cleaned up and a new VIPService
-// being created for the new hostname.
-func (a *IngressPGReconciler) Reconcile(ctx context.Context, req reconcile.Request) (res reconcile.Result, err error) {
-	logger := a.logger.With("Ingress", req.NamespacedName)
+// Reconcile reconciles Ingresses that should be exposed over Tailscale in HA
+// mode (on a ProxyGroup). It looks at all Ingresses with
+// tailscale.com/proxy-group annotation. For each such Ingress, it ensures that
+// a VIPService named after the hostname of the Ingress exists and is up to
+// date. It also ensures that the serve config for the ingress ProxyGroup is
+// updated to route traffic for the VIPService to the Ingress's backend
+// Services.  Ingress hostname change also results in the VIPService for the
+// previous hostname being cleaned up and a new VIPService being created for the
+// new hostname.
+// HA Ingresses support multi-cluster Ingress setup.
+// Each VIPService contains a list of owner references that uniquely identify
+// the Ingress resource and the operator.  When an Ingress that acts as a
+// backend is being deleted, the corresponding VIPService is only deleted if the
+// only owner reference that it contains is for this Ingress. If other owner
+// references are found, then cleanup operation only removes this Ingress' owner
+// reference.
+func (r *HAIngressReconciler) Reconcile(ctx context.Context, req reconcile.Request) (res reconcile.Result, err error) {
+	logger := r.logger.With("Ingress", req.NamespacedName)
 	logger.Debugf("starting reconcile")
 	defer logger.Debugf("reconcile finished")
 
 	ing := new(networkingv1.Ingress)
-	err = a.Get(ctx, req.NamespacedName, ing)
+	err = r.Get(ctx, req.NamespacedName, ing)
 	if apierrors.IsNotFound(err) {
 		// Request object not found, could have been deleted after reconcile request.
 		logger.Debugf("Ingress not found, assuming it was deleted")
@@ -96,56 +112,70 @@ func (a *IngressPGReconciler) Reconcile(ctx context.Context, req reconcile.Reque
 	hostname := hostnameForIngress(ing)
 	logger = logger.With("hostname", hostname)
 
-	if !ing.DeletionTimestamp.IsZero() || !a.shouldExpose(ing) {
-		return res, a.maybeCleanup(ctx, hostname, ing, logger)
+	// needsRequeue is set to true if the underlying VIPService has changed as a result of this reconcile. If that
+	// is the case, we reconcile the Ingress one more time to ensure that concurrent updates to the VIPService in a
+	// multi-cluster Ingress setup have not resulted in another actor overwriting our VIPService update.
+	needsRequeue := false
+	if !ing.DeletionTimestamp.IsZero() || !r.shouldExpose(ing) {
+		needsRequeue, err = r.maybeCleanup(ctx, hostname, ing, logger)
+	} else {
+		needsRequeue, err = r.maybeProvision(ctx, hostname, ing, logger)
 	}
-
-	if err := a.maybeProvision(ctx, hostname, ing, logger); err != nil {
-		return res, fmt.Errorf("failed to provision: %w", err)
+	if err != nil {
+		return res, err
+	}
+	if needsRequeue {
+		res = reconcile.Result{RequeueAfter: requeueInterval()}
 	}
 	return res, nil
 }
 
-// maybeProvision ensures that the VIPService and serve config for the Ingress are created or updated.
-func (a *IngressPGReconciler) maybeProvision(ctx context.Context, hostname string, ing *networkingv1.Ingress, logger *zap.SugaredLogger) error {
-	if err := validateIngressClass(ctx, a.Client); err != nil {
+// maybeProvision ensures that a VIPService for this Ingress exists and is up to date and that the serve config for the
+// corresponding ProxyGroup contains the Ingress backend's definition.
+// If a VIPService does not exist, it will be created.
+// If a VIPService exists, but only with owner references from other operator instances, an owner reference for this
+// operator instance is added.
+// If a VIPService exists, but does not have an owner reference from any operator, we error
+// out assuming that this is an owner reference created by an unknown actor.
+// Returns true if the operation resulted in a VIPService update.
+func (r *HAIngressReconciler) maybeProvision(ctx context.Context, hostname string, ing *networkingv1.Ingress, logger *zap.SugaredLogger) (svcsChanged bool, err error) {
+	if err := validateIngressClass(ctx, r.Client); err != nil {
 		logger.Infof("error validating tailscale IngressClass: %v.", err)
-		return nil
+		return false, nil
 	}
-
 	// Get and validate ProxyGroup readiness
 	pgName := ing.Annotations[AnnotationProxyGroup]
 	if pgName == "" {
 		logger.Infof("[unexpected] no ProxyGroup annotation, skipping VIPService provisioning")
-		return nil
+		return false, nil
 	}
+	logger = logger.With("ProxyGroup", pgName)
+
 	pg := &tsapi.ProxyGroup{}
-	if err := a.Get(ctx, client.ObjectKey{Name: pgName}, pg); err != nil {
+	if err := r.Get(ctx, client.ObjectKey{Name: pgName}, pg); err != nil {
 		if apierrors.IsNotFound(err) {
 			logger.Infof("ProxyGroup %q does not exist", pgName)
-			return nil
+			return false, nil
 		}
-		return fmt.Errorf("getting ProxyGroup %q: %w", pgName, err)
+		return false, fmt.Errorf("getting ProxyGroup %q: %w", pgName, err)
 	}
 	if !tsoperator.ProxyGroupIsReady(pg) {
-		// TODO(irbekrm): we need to reconcile ProxyGroup Ingresses on ProxyGroup changes to not miss the status update
-		// in this case.
-		logger.Infof("ProxyGroup %q is not ready", pgName)
-		return nil
+		logger.Infof("ProxyGroup %q is not (yet) ready", pgName)
+		return false, nil
 	}
 
 	// Validate Ingress configuration
-	if err := a.validateIngress(ing, pg); err != nil {
+	if err := r.validateIngress(ctx, ing, pg); err != nil {
 		logger.Infof("invalid Ingress configuration: %v", err)
-		a.recorder.Event(ing, corev1.EventTypeWarning, "InvalidIngressConfiguration", err.Error())
-		return nil
+		r.recorder.Event(ing, corev1.EventTypeWarning, "InvalidIngressConfiguration", err.Error())
+		return false, nil
 	}
 
-	if !IsHTTPSEnabledOnTailnet(a.tsnetServer) {
-		a.recorder.Event(ing, corev1.EventTypeWarning, "HTTPSNotEnabled", "HTTPS is not enabled on the tailnet; ingress may not work")
+	if !IsHTTPSEnabledOnTailnet(r.tsnetServer) {
+		r.recorder.Event(ing, corev1.EventTypeWarning, "HTTPSNotEnabled", "HTTPS is not enabled on the tailnet; ingress may not work")
 	}
 
-	logger = logger.With("proxy-group", pg)
+	logger = logger.With("proxy-group", pg.Name)
 
 	if !slices.Contains(ing.Finalizers, FinalizerNamePG) {
 		// This log line is printed exactly once during initial provisioning,
@@ -154,64 +184,78 @@ func (a *IngressPGReconciler) maybeProvision(ctx context.Context, hostname strin
 		// multi-reconcile operation is underway.
 		logger.Infof("exposing Ingress over tailscale")
 		ing.Finalizers = append(ing.Finalizers, FinalizerNamePG)
-		if err := a.Update(ctx, ing); err != nil {
-			return fmt.Errorf("failed to add finalizer: %w", err)
+		if err := r.Update(ctx, ing); err != nil {
+			return false, fmt.Errorf("failed to add finalizer: %w", err)
 		}
-		a.mu.Lock()
-		a.managedIngresses.Add(ing.UID)
-		gaugePGIngressResources.Set(int64(a.managedIngresses.Len()))
-		a.mu.Unlock()
+		r.mu.Lock()
+		r.managedIngresses.Add(ing.UID)
+		gaugePGIngressResources.Set(int64(r.managedIngresses.Len()))
+		r.mu.Unlock()
 	}
 
-	// 1. Ensure that if Ingress' hostname has changed, any VIPService resources corresponding to the old hostname
-	// are cleaned up.
-	// In practice, this function will ensure that any VIPServices that are associated with the provided ProxyGroup
-	// and no longer owned by an Ingress are cleaned up. This is fine- it is not expensive and ensures that in edge
-	// cases (a single update changed both hostname and removed ProxyGroup annotation) the VIPService is more likely
-	// to be (eventually) removed.
-	if err := a.maybeCleanupProxyGroup(ctx, pgName, logger); err != nil {
-		return fmt.Errorf("failed to cleanup VIPService resources for ProxyGroup: %w", err)
-	}
-
-	// 2. Ensure that there isn't a VIPService with the same hostname already created and not owned by this Ingress.
-	// TODO(irbekrm): perhaps in future we could have record names being stored on VIPServices. I am not certain if
-	// there might not be edge cases (custom domains, etc?) where attempting to determine the DNS name of the
-	// VIPService in this way won't be incorrect.
-	tcd, err := a.tailnetCertDomain(ctx)
+	// 1. Ensure that if Ingress' hostname has changed, any VIPService
+	// resources corresponding to the old hostname are cleaned up.
+	// In practice, this function will ensure that any VIPServices that are
+	// associated with the provided ProxyGroup and no longer owned by an
+	// Ingress are cleaned up. This is fine- it is not expensive and ensures
+	// that in edge cases (a single update changed both hostname and removed
+	// ProxyGroup annotation) the VIPService is more likely to be
+	// (eventually) removed.
+	svcsChanged, err = r.maybeCleanupProxyGroup(ctx, pgName, logger)
 	if err != nil {
-		return fmt.Errorf("error determining DNS name base: %w", err)
+		return false, fmt.Errorf("failed to cleanup VIPService resources for ProxyGroup: %w", err)
+	}
+
+	// 2. Ensure that there isn't a VIPService with the same hostname
+	// already created and not owned by this Ingress.
+	// TODO(irbekrm): perhaps in future we could have record names being
+	// stored on VIPServices. I am not certain if there might not be edge
+	// cases (custom domains, etc?) where attempting to determine the DNS
+	// name of the VIPService in this way won't be incorrect.
+	tcd, err := r.tailnetCertDomain(ctx)
+	if err != nil {
+		return false, fmt.Errorf("error determining DNS name base: %w", err)
 	}
 	dnsName := hostname + "." + tcd
 	serviceName := tailcfg.ServiceName("svc:" + hostname)
-	existingVIPSvc, err := a.tsClient.getVIPService(ctx, serviceName)
-	// TODO(irbekrm): here and when creating the VIPService, verify if the error is not terminal (and therefore
-	// should not be reconciled). For example, if the hostname is already a hostname of a Tailscale node, the GET
-	// here will fail.
+	existingVIPSvc, err := r.tsClient.GetVIPService(ctx, serviceName)
+	// TODO(irbekrm): here and when creating the VIPService, verify if the
+	// error is not terminal (and therefore should not be reconciled). For
+	// example, if the hostname is already a hostname of a Tailscale node,
+	// the GET here will fail.
 	if err != nil {
 		errResp := &tailscale.ErrResponse{}
 		if ok := errors.As(err, errResp); ok && errResp.Status != http.StatusNotFound {
-			return fmt.Errorf("error getting VIPService %q: %w", hostname, err)
+			return false, fmt.Errorf("error getting VIPService %q: %w", hostname, err)
 		}
 	}
-	if existingVIPSvc != nil && !isVIPServiceForIngress(existingVIPSvc, ing) {
-		logger.Infof("VIPService %q for MagicDNS name %q  already exists, but is not owned by this Ingress. Please delete it manually and recreate this Ingress to proceed or create an Ingress for a different MagicDNS name", hostname, dnsName)
-		a.recorder.Event(ing, corev1.EventTypeWarning, "ConflictingVIPServiceExists", fmt.Sprintf("VIPService %q for MagicDNS name %q already exists, but is not owned by this Ingress. Please delete it manually to proceed or create an Ingress for a different MagicDNS name", hostname, dnsName))
-		return nil
+	// Generate the VIPService comment for new or existing VIPService. This
+	// checks and ensures that VIPService's owner references are updated for
+	// this Ingress and errors if that is not possible (i.e. because it
+	// appears that the VIPService has been created by a non-operator
+	// actor).
+	svcComment, err := r.ownerRefsComment(existingVIPSvc)
+	if err != nil {
+		const instr = "To proceed, you can either manually delete the existing VIPService or choose a different MagicDNS name at `.spec.tls.hosts[0] in the Ingress definition"
+		msg := fmt.Sprintf("error ensuring ownership of VIPService %s: %v. %s", hostname, err, instr)
+		logger.Warn(msg)
+		r.recorder.Event(ing, corev1.EventTypeWarning, "InvalidVIPService", msg)
+		return false, nil
 	}
 
-	// 3. Ensure that the serve config for the ProxyGroup contains the VIPService
-	cm, cfg, err := a.proxyGroupServeConfig(ctx, pgName)
+	// 3. Ensure that the serve config for the ProxyGroup contains the VIPService.
+	cm, cfg, err := r.proxyGroupServeConfig(ctx, pgName)
 	if err != nil {
-		return fmt.Errorf("error getting ingress serve config: %w", err)
+		return false, fmt.Errorf("error getting Ingress serve config: %w", err)
 	}
 	if cm == nil {
-		logger.Infof("no ingress serve config ConfigMap found, unable to update serve config. Ensure that ProxyGroup is healthy.")
-		return nil
+		logger.Infof("no Ingress serve config ConfigMap found, unable to update serve config. Ensure that ProxyGroup is healthy.")
+		return svcsChanged, nil
 	}
 	ep := ipn.HostPort(fmt.Sprintf("%s:443", dnsName))
-	handlers, err := handlersForIngress(ctx, ing, a.Client, a.recorder, dnsName, logger)
+	handlers, err := handlersForIngress(ctx, ing, r.Client, r.recorder, dnsName, logger)
 	if err != nil {
-		return fmt.Errorf("failed to get handlers for ingress: %w", err)
+		return false, fmt.Errorf("failed to get handlers for Ingress: %w", err)
 	}
 	ingCfg := &ipn.ServiceConfig{
 		TCP: map[uint16]*ipn.TCPPortHandler{
@@ -225,6 +269,19 @@ func (a *IngressPGReconciler) maybeProvision(ctx context.Context, hostname strin
 			},
 		},
 	}
+
+	// Add HTTP endpoint if configured.
+	if isHTTPEndpointEnabled(ing) {
+		logger.Infof("exposing Ingress over HTTP")
+		epHTTP := ipn.HostPort(fmt.Sprintf("%s:80", dnsName))
+		ingCfg.TCP[80] = &ipn.TCPPortHandler{
+			HTTP: true,
+		}
+		ingCfg.Web[epHTTP] = &ipn.WebServerConfig{
+			Handlers: handlers,
+		}
+	}
+
 	var gotCfg *ipn.ServiceConfig
 	if cfg != nil && cfg.Services != nil {
 		gotCfg = cfg.Services[serviceName]
@@ -234,76 +291,99 @@ func (a *IngressPGReconciler) maybeProvision(ctx context.Context, hostname strin
 		mak.Set(&cfg.Services, serviceName, ingCfg)
 		cfgBytes, err := json.Marshal(cfg)
 		if err != nil {
-			return fmt.Errorf("error marshaling serve config: %w", err)
+			return false, fmt.Errorf("error marshaling serve config: %w", err)
 		}
 		mak.Set(&cm.BinaryData, serveConfigKey, cfgBytes)
-		if err := a.Update(ctx, cm); err != nil {
-			return fmt.Errorf("error updating serve config: %w", err)
+		if err := r.Update(ctx, cm); err != nil {
+			return false, fmt.Errorf("error updating serve config: %w", err)
 		}
 	}
 
 	// 4. Ensure that the VIPService exists and is up to date.
-	tags := a.defaultTags
+	tags := r.defaultTags
 	if tstr, ok := ing.Annotations[AnnotationTags]; ok {
 		tags = strings.Split(tstr, ",")
 	}
 
-	vipSvc := &VIPService{
+	vipPorts := []string{"443"} // always 443 for Ingress
+	if isHTTPEndpointEnabled(ing) {
+		vipPorts = append(vipPorts, "80")
+	}
+
+	vipSvc := &tailscale.VIPService{
 		Name:    serviceName,
 		Tags:    tags,
-		Ports:   []string{"443"}, // always 443 for Ingress
-		Comment: fmt.Sprintf(VIPSvcOwnerRef, ing.UID),
+		Ports:   vipPorts,
+		Comment: svcComment,
 	}
 	if existingVIPSvc != nil {
 		vipSvc.Addrs = existingVIPSvc.Addrs
 	}
-	if existingVIPSvc == nil || !reflect.DeepEqual(vipSvc.Tags, existingVIPSvc.Tags) {
+	// TODO(irbekrm): right now if two Ingress resources attempt to apply different VIPService configs (different
+	// tags, or HTTP endpoint settings) we can end up reconciling those in a loop. We should detect when an Ingress
+	// with the same generation number has been reconciled ~more than N times and stop attempting to apply updates.
+	if existingVIPSvc == nil ||
+		!reflect.DeepEqual(vipSvc.Tags, existingVIPSvc.Tags) ||
+		!reflect.DeepEqual(vipSvc.Ports, existingVIPSvc.Ports) ||
+		!strings.EqualFold(vipSvc.Comment, existingVIPSvc.Comment) {
 		logger.Infof("Ensuring VIPService %q exists and is up to date", hostname)
-		if err := a.tsClient.createOrUpdateVIPService(ctx, vipSvc); err != nil {
-			logger.Infof("error creating VIPService: %v", err)
-			return fmt.Errorf("error creating VIPService: %w", err)
+		if err := r.tsClient.CreateOrUpdateVIPService(ctx, vipSvc); err != nil {
+			return false, fmt.Errorf("error creating VIPService: %w", err)
 		}
 	}
 
-	// 5. Update Ingress status
+	// 5. Update tailscaled's AdvertiseServices config, which should add the VIPService
+	// IPs to the ProxyGroup Pods' AllowedIPs in the next netmap update if approved.
+	if err = r.maybeUpdateAdvertiseServicesConfig(ctx, pg.Name, serviceName, true, logger); err != nil {
+		return false, fmt.Errorf("failed to update tailscaled config: %w", err)
+	}
+
+	// TODO(irbekrm): check that the replicas are ready to route traffic for the VIPService before updating Ingress
+	// status.
+	// 6. Update Ingress status
 	oldStatus := ing.Status.DeepCopy()
-	// TODO(irbekrm): once we have ingress ProxyGroup, we can determine if instances are ready to route traffic to the VIPService
+	ports := []networkingv1.IngressPortStatus{
+		{
+			Protocol: "TCP",
+			Port:     443,
+		},
+	}
+	if isHTTPEndpointEnabled(ing) {
+		ports = append(ports, networkingv1.IngressPortStatus{
+			Protocol: "TCP",
+			Port:     80,
+		})
+	}
 	ing.Status.LoadBalancer.Ingress = []networkingv1.IngressLoadBalancerIngress{
 		{
 			Hostname: dnsName,
-			Ports: []networkingv1.IngressPortStatus{
-				{
-					Protocol: "TCP",
-					Port:     443,
-				},
-			},
+			Ports:    ports,
 		},
 	}
 	if apiequality.Semantic.DeepEqual(oldStatus, ing.Status) {
-		return nil
+		return svcsChanged, nil
 	}
-	if err := a.Status().Update(ctx, ing); err != nil {
-		return fmt.Errorf("failed to update Ingress status: %w", err)
+	if err := r.Status().Update(ctx, ing); err != nil {
+		return false, fmt.Errorf("failed to update Ingress status: %w", err)
 	}
-	return nil
+	return svcsChanged, nil
 }
 
-// maybeCleanupProxyGroup ensures that if an Ingress hostname has changed, any VIPService resources created for the
-// Ingress' ProxyGroup corresponding to the old hostname are cleaned up. A run of this function will ensure that any
-// VIPServices that are associated with the provided ProxyGroup and no longer owned by an Ingress are cleaned up.
-func (a *IngressPGReconciler) maybeCleanupProxyGroup(ctx context.Context, proxyGroupName string, logger *zap.SugaredLogger) error {
+// VIPServices that are associated with the provided ProxyGroup and no longer managed this operator's instance are deleted, if not owned by other operator instances, else the owner reference is cleaned up.
+// Returns true if the operation resulted in existing VIPService updates (owner reference removal).
+func (r *HAIngressReconciler) maybeCleanupProxyGroup(ctx context.Context, proxyGroupName string, logger *zap.SugaredLogger) (svcsChanged bool, err error) {
 	// Get serve config for the ProxyGroup
-	cm, cfg, err := a.proxyGroupServeConfig(ctx, proxyGroupName)
+	cm, cfg, err := r.proxyGroupServeConfig(ctx, proxyGroupName)
 	if err != nil {
-		return fmt.Errorf("getting serve config: %w", err)
+		return false, fmt.Errorf("getting serve config: %w", err)
 	}
 	if cfg == nil {
-		return nil // ProxyGroup does not have any VIPServices
+		return false, nil // ProxyGroup does not have any VIPServices
 	}
 
 	ingList := &networkingv1.IngressList{}
-	if err := a.List(ctx, ingList); err != nil {
-		return fmt.Errorf("listing Ingresses: %w", err)
+	if err := r.List(ctx, ingList); err != nil {
+		return false, fmt.Errorf("listing Ingresses: %w", err)
 	}
 	serveConfigChanged := false
 	// For each VIPService in serve config...
@@ -320,25 +400,24 @@ func (a *IngressPGReconciler) maybeCleanupProxyGroup(ctx context.Context, proxyG
 
 		if !found {
 			logger.Infof("VIPService %q is not owned by any Ingress, cleaning up", vipServiceName)
-			svc, err := a.getVIPService(ctx, vipServiceName, logger)
-			if err != nil {
-				errResp := &tailscale.ErrResponse{}
-				if errors.As(err, &errResp) && errResp.Status == http.StatusNotFound {
-					delete(cfg.Services, vipServiceName)
-					serveConfigChanged = true
-					continue
-				}
-				return err
-			}
-			if isVIPServiceForAnyIngress(svc) {
+
+			// Delete the VIPService from control if necessary.
+			svc, _ := r.tsClient.GetVIPService(ctx, vipServiceName)
+			if svc != nil && isVIPServiceForAnyIngress(svc) {
 				logger.Infof("cleaning up orphaned VIPService %q", vipServiceName)
-				if err := a.tsClient.deleteVIPService(ctx, vipServiceName); err != nil {
+				svcsChanged, err = r.cleanupVIPService(ctx, vipServiceName, logger)
+				if err != nil {
 					errResp := &tailscale.ErrResponse{}
 					if !errors.As(err, &errResp) || errResp.Status != http.StatusNotFound {
-						return fmt.Errorf("deleting VIPService %q: %w", vipServiceName, err)
+						return false, fmt.Errorf("deleting VIPService %q: %w", vipServiceName, err)
 					}
 				}
 			}
+
+			// Make sure the VIPService is not advertised in tailscaled or serve config.
+			if err = r.maybeUpdateAdvertiseServicesConfig(ctx, proxyGroupName, vipServiceName, false, logger); err != nil {
+				return false, fmt.Errorf("failed to update tailscaled config services: %w", err)
+			}
 			delete(cfg.Services, vipServiceName)
 			serveConfigChanged = true
 		}
@@ -347,74 +426,81 @@ func (a *IngressPGReconciler) maybeCleanupProxyGroup(ctx context.Context, proxyG
 	if serveConfigChanged {
 		cfgBytes, err := json.Marshal(cfg)
 		if err != nil {
-			return fmt.Errorf("marshaling serve config: %w", err)
+			return false, fmt.Errorf("marshaling serve config: %w", err)
 		}
 		mak.Set(&cm.BinaryData, serveConfigKey, cfgBytes)
-		if err := a.Update(ctx, cm); err != nil {
-			return fmt.Errorf("updating serve config: %w", err)
+		if err := r.Update(ctx, cm); err != nil {
+			return false, fmt.Errorf("updating serve config: %w", err)
 		}
 	}
-	return nil
+	return svcsChanged, nil
 }
 
 // maybeCleanup ensures that any resources, such as a VIPService created for this Ingress, are cleaned up when the
-// Ingress is being deleted or is unexposed.
-func (a *IngressPGReconciler) maybeCleanup(ctx context.Context, hostname string, ing *networkingv1.Ingress, logger *zap.SugaredLogger) error {
+// Ingress is being deleted or is unexposed. The cleanup is safe for a multi-cluster setup- the VIPService is only
+// deleted if it does not contain any other owner references. If it does the cleanup only removes the owner reference
+// corresponding to this Ingress.
+func (r *HAIngressReconciler) maybeCleanup(ctx context.Context, hostname string, ing *networkingv1.Ingress, logger *zap.SugaredLogger) (svcChanged bool, err error) {
 	logger.Debugf("Ensuring any resources for Ingress are cleaned up")
 	ix := slices.Index(ing.Finalizers, FinalizerNamePG)
 	if ix < 0 {
 		logger.Debugf("no finalizer, nothing to do")
-		a.mu.Lock()
-		defer a.mu.Unlock()
-		a.managedIngresses.Remove(ing.UID)
-		gaugePGIngressResources.Set(int64(a.managedIngresses.Len()))
-		return nil
-	}
-
-	// 1. Check if there is a VIPService created for this Ingress.
-	pg := ing.Annotations[AnnotationProxyGroup]
-	cm, cfg, err := a.proxyGroupServeConfig(ctx, pg)
-	if err != nil {
-		return fmt.Errorf("error getting ProxyGroup serve config: %w", err)
-	}
-	serviceName := tailcfg.ServiceName("svc:" + hostname)
-	// VIPService is always first added to serve config and only then created in the Tailscale API, so if it is not
-	// found in the serve config, we can assume that there is no VIPService. TODO(irbekrm): once we have ingress
-	// ProxyGroup, we will probably add currently exposed VIPServices to its status. At that point, we can use the
-	// status rather than checking the serve config each time.
-	if cfg == nil || cfg.Services == nil || cfg.Services[serviceName] == nil {
-		return nil
+		return false, nil
 	}
 	logger.Infof("Ensuring that VIPService %q configuration is cleaned up", hostname)
 
-	// 2. Delete the VIPService.
-	if err := a.deleteVIPServiceIfExists(ctx, serviceName, ing, logger); err != nil {
-		return fmt.Errorf("error deleting VIPService: %w", err)
+	// Ensure that if cleanup succeeded Ingress finalizers are removed.
+	defer func() {
+		if err != nil {
+			return
+		}
+		if e := r.deleteFinalizer(ctx, ing, logger); err != nil {
+			err = errors.Join(err, e)
+		}
+	}()
+
+	// 1. Check if there is a VIPService associated with this Ingress.
+	pg := ing.Annotations[AnnotationProxyGroup]
+	cm, cfg, err := r.proxyGroupServeConfig(ctx, pg)
+	if err != nil {
+		return false, fmt.Errorf("error getting ProxyGroup serve config: %w", err)
+	}
+	serviceName := tailcfg.ServiceName("svc:" + hostname)
+
+	// VIPService is always first added to serve config and only then created in the Tailscale API, so if it is not
+	// found in the serve config, we can assume that there is no VIPService. (If the serve config does not exist at
+	// all, it is possible that the ProxyGroup has been deleted before cleaning up the Ingress, so carry on with
+	// cleanup).
+	if cfg != nil && cfg.Services != nil && cfg.Services[serviceName] == nil {
+		return false, nil
 	}
 
-	// 3. Remove the VIPService from the serve config for the ProxyGroup.
+	// 2. Clean up the VIPService resources.
+	svcChanged, err = r.cleanupVIPService(ctx, serviceName, logger)
+	if err != nil {
+		return false, fmt.Errorf("error deleting VIPService: %w", err)
+	}
+	if cfg == nil || cfg.Services == nil { // user probably deleted the ProxyGroup
+		return svcChanged, nil
+	}
+
+	// 3. Unadvertise the VIPService in tailscaled config.
+	if err = r.maybeUpdateAdvertiseServicesConfig(ctx, pg, serviceName, false, logger); err != nil {
+		return false, fmt.Errorf("failed to update tailscaled config services: %w", err)
+	}
+
+	// 4. Remove the VIPService from the serve config for the ProxyGroup.
 	logger.Infof("Removing VIPService %q from serve config for ProxyGroup %q", hostname, pg)
 	delete(cfg.Services, serviceName)
 	cfgBytes, err := json.Marshal(cfg)
 	if err != nil {
-		return fmt.Errorf("error marshaling serve config: %w", err)
+		return false, fmt.Errorf("error marshaling serve config: %w", err)
 	}
 	mak.Set(&cm.BinaryData, serveConfigKey, cfgBytes)
-	if err := a.Update(ctx, cm); err != nil {
-		return fmt.Errorf("error updating ConfigMap %q: %w", cm.Name, err)
-	}
-
-	if err := a.deleteFinalizer(ctx, ing, logger); err != nil {
-		return fmt.Errorf("failed to remove finalizer: %w", err)
-	}
-	a.mu.Lock()
-	defer a.mu.Unlock()
-	a.managedIngresses.Remove(ing.UID)
-	gaugePGIngressResources.Set(int64(a.managedIngresses.Len()))
-	return nil
+	return svcChanged, r.Update(ctx, cm)
 }
 
-func (a *IngressPGReconciler) deleteFinalizer(ctx context.Context, ing *networkingv1.Ingress, logger *zap.SugaredLogger) error {
+func (r *HAIngressReconciler) deleteFinalizer(ctx context.Context, ing *networkingv1.Ingress, logger *zap.SugaredLogger) error {
 	found := false
 	ing.Finalizers = slices.DeleteFunc(ing.Finalizers, func(f string) bool {
 		found = true
@@ -425,9 +511,13 @@ func (a *IngressPGReconciler) deleteFinalizer(ctx context.Context, ing *networki
 	}
 	logger.Debug("ensure %q finalizer is removed", FinalizerNamePG)
 
-	if err := a.Update(ctx, ing); err != nil {
+	if err := r.Update(ctx, ing); err != nil {
 		return fmt.Errorf("failed to remove finalizer %q: %w", FinalizerNamePG, err)
 	}
+	r.mu.Lock()
+	defer r.mu.Unlock()
+	r.managedIngresses.Remove(ing.UID)
+	gaugePGIngressResources.Set(int64(r.managedIngresses.Len()))
 	return nil
 }
 
@@ -435,15 +525,15 @@ func pgIngressCMName(pg string) string {
 	return fmt.Sprintf("%s-ingress-config", pg)
 }
 
-func (a *IngressPGReconciler) proxyGroupServeConfig(ctx context.Context, pg string) (cm *corev1.ConfigMap, cfg *ipn.ServeConfig, err error) {
+func (r *HAIngressReconciler) proxyGroupServeConfig(ctx context.Context, pg string) (cm *corev1.ConfigMap, cfg *ipn.ServeConfig, err error) {
 	name := pgIngressCMName(pg)
 	cm = &corev1.ConfigMap{
 		ObjectMeta: metav1.ObjectMeta{
 			Name:      name,
-			Namespace: a.tsNamespace,
+			Namespace: r.tsNamespace,
 		},
 	}
-	if err := a.Get(ctx, client.ObjectKeyFromObject(cm), cm); err != nil && !apierrors.IsNotFound(err) {
+	if err := r.Get(ctx, client.ObjectKeyFromObject(cm), cm); err != nil && !apierrors.IsNotFound(err) {
 		return nil, nil, fmt.Errorf("error retrieving ingress serve config ConfigMap %s: %v", name, err)
 	}
 	if apierrors.IsNotFound(err) {
@@ -463,16 +553,16 @@ type localClient interface {
 }
 
 // tailnetCertDomain returns the base domain (TCD) of the current tailnet.
-func (a *IngressPGReconciler) tailnetCertDomain(ctx context.Context) (string, error) {
-	st, err := a.lc.StatusWithoutPeers(ctx)
+func (r *HAIngressReconciler) tailnetCertDomain(ctx context.Context) (string, error) {
+	st, err := r.lc.StatusWithoutPeers(ctx)
 	if err != nil {
 		return "", fmt.Errorf("error getting tailscale status: %w", err)
 	}
 	return st.CurrentTailnet.MagicDNSSuffix, nil
 }
 
-// shouldExpose returns true if the Ingress should be exposed over Tailscale in HA mode (on a ProxyGroup)
-func (a *IngressPGReconciler) shouldExpose(ing *networkingv1.Ingress) bool {
+// shouldExpose returns true if the Ingress should be exposed over Tailscale in HA mode (on a ProxyGroup).
+func (r *HAIngressReconciler) shouldExpose(ing *networkingv1.Ingress) bool {
 	isTSIngress := ing != nil &&
 		ing.Spec.IngressClassName != nil &&
 		*ing.Spec.IngressClassName == tailscaleIngressClassName
@@ -480,26 +570,7 @@ func (a *IngressPGReconciler) shouldExpose(ing *networkingv1.Ingress) bool {
 	return isTSIngress && pgAnnot != ""
 }
 
-func (a *IngressPGReconciler) getVIPService(ctx context.Context, name tailcfg.ServiceName, logger *zap.SugaredLogger) (*VIPService, error) {
-	svc, err := a.tsClient.getVIPService(ctx, name)
-	if err != nil {
-		errResp := &tailscale.ErrResponse{}
-		if ok := errors.As(err, errResp); ok && errResp.Status != http.StatusNotFound {
-			logger.Infof("error getting VIPService %q: %v", name, err)
-			return nil, fmt.Errorf("error getting VIPService %q: %w", name, err)
-		}
-	}
-	return svc, nil
-}
-
-func isVIPServiceForIngress(svc *VIPService, ing *networkingv1.Ingress) bool {
-	if svc == nil || ing == nil {
-		return false
-	}
-	return strings.EqualFold(svc.Comment, fmt.Sprintf(VIPSvcOwnerRef, ing.UID))
-}
-
-func isVIPServiceForAnyIngress(svc *VIPService) bool {
+func isVIPServiceForAnyIngress(svc *tailscale.VIPService) bool {
 	if svc == nil {
 		return false
 	}
@@ -512,7 +583,7 @@ func isVIPServiceForAnyIngress(svc *VIPService) bool {
 // - The derived hostname is a valid DNS label
 // - The referenced ProxyGroup exists and is of type 'ingress'
 // - Ingress' TLS block is invalid
-func (a *IngressPGReconciler) validateIngress(ing *networkingv1.Ingress, pg *tsapi.ProxyGroup) error {
+func (r *HAIngressReconciler) validateIngress(ctx context.Context, ing *networkingv1.Ingress, pg *tsapi.ProxyGroup) error {
 	var errs []error
 
 	// Validate tags if present
@@ -548,24 +619,195 @@ func (a *IngressPGReconciler) validateIngress(ing *networkingv1.Ingress, pg *tsa
 		errs = append(errs, fmt.Errorf("ProxyGroup %q is not ready", pg.Name))
 	}
 
+	// It is invalid to have multiple Ingress resources for the same VIPService in one cluster.
+	ingList := &networkingv1.IngressList{}
+	if err := r.List(ctx, ingList); err != nil {
+		errs = append(errs, fmt.Errorf("[unexpected] error listing Ingresses: %w", err))
+		return errors.Join(errs...)
+	}
+	for _, i := range ingList.Items {
+		if r.shouldExpose(&i) && hostnameForIngress(&i) == hostname && i.Name != ing.Name {
+			errs = append(errs, fmt.Errorf("found duplicate Ingress %q for hostname %q - multiple Ingresses for the same hostname in the same cluster are not allowed", i.Name, hostname))
+		}
+	}
 	return errors.Join(errs...)
 }
 
-// deleteVIPServiceIfExists attempts to delete the VIPService if it exists and is owned by the given Ingress.
-func (a *IngressPGReconciler) deleteVIPServiceIfExists(ctx context.Context, name tailcfg.ServiceName, ing *networkingv1.Ingress, logger *zap.SugaredLogger) error {
-	svc, err := a.getVIPService(ctx, name, logger)
+// cleanupVIPService deletes any VIPService by the provided name if it is not owned by operator instances other than this one.
+// If a VIPService is found, but contains other owner references, only removes this operator's owner reference.
+// If a VIPService by the given name is not found or does not contain this operator's owner reference, do nothing.
+// It returns true if an existing VIPService was updated to remove owner reference, as well as any error that occurred.
+func (r *HAIngressReconciler) cleanupVIPService(ctx context.Context, name tailcfg.ServiceName, logger *zap.SugaredLogger) (updated bool, _ error) {
+	svc, err := r.tsClient.GetVIPService(ctx, name)
 	if err != nil {
-		return fmt.Errorf("error getting VIPService: %w", err)
-	}
+		errResp := &tailscale.ErrResponse{}
+		if ok := errors.As(err, errResp); ok && errResp.Status == http.StatusNotFound {
+			return false, nil
+		}
 
-	// isVIPServiceForIngress handles nil svc, so we don't need to check it here
-	if !isVIPServiceForIngress(svc, ing) {
-		return nil
+		return false, fmt.Errorf("error getting VIPService: %w", err)
 	}
-
+	if svc == nil {
+		return false, nil
+	}
+	c, err := parseComment(svc)
+	if err != nil {
+		return false, fmt.Errorf("error parsing VIPService comment")
+	}
+	if c == nil || len(c.OwnerRefs) == 0 {
+		return false, nil
+	}
+	// Comparing with the operatorID only means that we will not be able to
+	// clean up VIPServices in cases where the operator was deleted from the
+	// cluster before deleting the Ingress. Perhaps the comparison could be
+	// 'if or.OperatorID === r.operatorID || or.ingressUID == r.ingressUID'.
+	ix := slices.IndexFunc(c.OwnerRefs, func(or OwnerRef) bool {
+		return or.OperatorID == r.operatorID
+	})
+	if ix == -1 {
+		return false, nil
+	}
+	if len(c.OwnerRefs) == 1 {
+		logger.Infof("Deleting VIPService %q", name)
+		return false, r.tsClient.DeleteVIPService(ctx, name)
+	}
+	c.OwnerRefs = slices.Delete(c.OwnerRefs, ix, ix+1)
 	logger.Infof("Deleting VIPService %q", name)
-	if err = a.tsClient.deleteVIPService(ctx, name); err != nil {
-		return fmt.Errorf("error deleting VIPService: %w", err)
+	json, err := json.Marshal(c)
+	if err != nil {
+		return false, fmt.Errorf("error marshalling updated VIPService owner reference: %w", err)
 	}
+	svc.Comment = string(json)
+	return true, r.tsClient.CreateOrUpdateVIPService(ctx, svc)
+}
+
+// isHTTPEndpointEnabled returns true if the Ingress has been configured to expose an HTTP endpoint to tailnet.
+func isHTTPEndpointEnabled(ing *networkingv1.Ingress) bool {
+	if ing == nil {
+		return false
+	}
+	return ing.Annotations[annotationHTTPEndpoint] == "enabled"
+}
+
+func (a *HAIngressReconciler) maybeUpdateAdvertiseServicesConfig(ctx context.Context, pgName string, serviceName tailcfg.ServiceName, shouldBeAdvertised bool, logger *zap.SugaredLogger) (err error) {
+	logger.Debugf("Updating ProxyGroup tailscaled configs to advertise service %q: %v", serviceName, shouldBeAdvertised)
+
+	// Get all config Secrets for this ProxyGroup.
+	secrets := &corev1.SecretList{}
+	if err := a.List(ctx, secrets, client.InNamespace(a.tsNamespace), client.MatchingLabels(pgSecretLabels(pgName, "config"))); err != nil {
+		return fmt.Errorf("failed to list config Secrets: %w", err)
+	}
+
+	for _, secret := range secrets.Items {
+		var updated bool
+		for fileName, confB := range secret.Data {
+			var conf ipn.ConfigVAlpha
+			if err := json.Unmarshal(confB, &conf); err != nil {
+				return fmt.Errorf("error unmarshalling ProxyGroup config: %w", err)
+			}
+
+			// Update the services to advertise if required.
+			idx := slices.Index(conf.AdvertiseServices, serviceName.String())
+			isAdvertised := idx >= 0
+			switch {
+			case isAdvertised == shouldBeAdvertised:
+				// Already up to date.
+				continue
+			case isAdvertised:
+				// Needs to be removed.
+				conf.AdvertiseServices = slices.Delete(conf.AdvertiseServices, idx, idx+1)
+			case shouldBeAdvertised:
+				// Needs to be added.
+				conf.AdvertiseServices = append(conf.AdvertiseServices, serviceName.String())
+			}
+
+			// Update the Secret.
+			confB, err := json.Marshal(conf)
+			if err != nil {
+				return fmt.Errorf("error marshalling ProxyGroup config: %w", err)
+			}
+			mak.Set(&secret.Data, fileName, confB)
+			updated = true
+		}
+
+		if updated {
+			if err := a.Update(ctx, &secret); err != nil {
+				return fmt.Errorf("error updating ProxyGroup config Secret: %w", err)
+			}
+		}
+	}
+
 	return nil
 }
+
+// OwnerRef is an owner reference that uniquely identifies a Tailscale
+// Kubernetes operator instance.
+type OwnerRef struct {
+	// OperatorID is the stable ID of the operator's Tailscale device.
+	OperatorID string `json:"operatorID,omitempty"`
+}
+
+// comment is the content of the VIPService.Comment field.
+type comment struct {
+	// OwnerRefs is a list of owner references that identify all operator
+	// instances that manage this VIPService.
+	OwnerRefs []OwnerRef `json:"ownerRefs,omitempty"`
+}
+
+// ownerRefsComment return VIPService Comment that includes owner reference for this
+// operator instance for the provided VIPService. If the VIPService is nil, a
+// new comment with owner ref is returned. If the VIPService is not nil, the
+// existing comment is returned with the owner reference added, if not already
+// present. If the VIPService is not nil, but does not contain a comment we
+// return an error as this likely means that the VIPService was created by
+// somthing other than a Tailscale Kubernetes operator.
+func (r *HAIngressReconciler) ownerRefsComment(svc *tailscale.VIPService) (string, error) {
+	ref := OwnerRef{
+		OperatorID: r.operatorID,
+	}
+	if svc == nil {
+		c := &comment{OwnerRefs: []OwnerRef{ref}}
+		json, err := json.Marshal(c)
+		if err != nil {
+			return "", fmt.Errorf("[unexpected] unable to marshal VIPService comment contents: %w, please report this", err)
+		}
+		return string(json), nil
+	}
+	c, err := parseComment(svc)
+	if err != nil {
+		return "", fmt.Errorf("error parsing existing VIPService comment: %w", err)
+	}
+	if c == nil || len(c.OwnerRefs) == 0 {
+		return "", fmt.Errorf("VIPService %s exists, but does not contain Comment field with owner references- not proceeding as this is likely a resource created by something other than a Tailscale Kubernetes Operator", svc.Name)
+	}
+	if slices.Contains(c.OwnerRefs, ref) { // up to date
+		return svc.Comment, nil
+	}
+	c.OwnerRefs = append(c.OwnerRefs, ref)
+	json, err := json.Marshal(c)
+	if err != nil {
+		return "", fmt.Errorf("error marshalling updated owner references: %w", err)
+	}
+	return string(json), nil
+}
+
+// parseComment returns VIPService comment or nil if none found or not matching the expected format.
+func parseComment(vipSvc *tailscale.VIPService) (*comment, error) {
+	if vipSvc.Comment == "" {
+		return nil, nil
+	}
+	c := &comment{}
+	if err := json.Unmarshal([]byte(vipSvc.Comment), c); err != nil {
+		return nil, fmt.Errorf("error parsing VIPService Comment field %q: %w", vipSvc.Comment, err)
+	}
+	return c, nil
+}
+
+// requeueInterval returns a time duration between 5 and 10 minutes, which is
+// the period of time after which an HA Ingress, whose VIPService has been newly
+// created or changed, needs to be requeued. This is to protect against
+// VIPService owner references being overwritten as a result of concurrent
+// updates during multi-clutster Ingress create/update operations.
+func requeueInterval() time.Duration {
+	return time.Duration(rand.N(5)+5) * time.Minute
+}

cmd/k8s-operator/ingress-for-pg_test.go

@@ -8,6 +8,9 @@ package main
 import (
 	"context"
 	"encoding/json"
+	"fmt"
+	"maps"
+	"reflect"
 	"testing"
 
 	"slices"
@@ -18,81 +21,20 @@ import (
 	metav1 "k8s.io/apimachinery/pkg/apis/meta/v1"
 	"k8s.io/apimachinery/pkg/types"
 	"k8s.io/client-go/tools/record"
+	"sigs.k8s.io/controller-runtime/pkg/client"
 	"sigs.k8s.io/controller-runtime/pkg/client/fake"
+	"tailscale.com/internal/client/tailscale"
 	"tailscale.com/ipn"
 	"tailscale.com/ipn/ipnstate"
+	tsoperator "tailscale.com/k8s-operator"
 	tsapi "tailscale.com/k8s-operator/apis/v1alpha1"
+	"tailscale.com/tailcfg"
 	"tailscale.com/types/ptr"
 )
 
 func TestIngressPGReconciler(t *testing.T) {
-	tsIngressClass := &networkingv1.IngressClass{
-		ObjectMeta: metav1.ObjectMeta{Name: "tailscale"},
-		Spec:       networkingv1.IngressClassSpec{Controller: "tailscale.com/ts-ingress"},
-	}
+	ingPGR, fc, ft := setupIngressTest(t)
 
-	// Pre-create the ProxyGroup
-	pg := &tsapi.ProxyGroup{
-		ObjectMeta: metav1.ObjectMeta{
-			Name:       "test-pg",
-			Generation: 1,
-		},
-		Spec: tsapi.ProxyGroupSpec{
-			Type: tsapi.ProxyGroupTypeIngress,
-		},
-	}
-
-	// Pre-create the ConfigMap for the ProxyGroup
-	pgConfigMap := &corev1.ConfigMap{
-		ObjectMeta: metav1.ObjectMeta{
-			Name:      "test-pg-ingress-config",
-			Namespace: "operator-ns",
-		},
-		BinaryData: map[string][]byte{
-			"serve-config.json": []byte(`{"Services":{}}`),
-		},
-	}
-
-	fc := fake.NewClientBuilder().
-		WithScheme(tsapi.GlobalScheme).
-		WithObjects(pg, pgConfigMap, tsIngressClass).
-		WithStatusSubresource(pg).
-		Build()
-	mustUpdateStatus(t, fc, "", pg.Name, func(pg *tsapi.ProxyGroup) {
-		pg.Status.Conditions = []metav1.Condition{
-			{
-				Type:               string(tsapi.ProxyGroupReady),
-				Status:             metav1.ConditionTrue,
-				ObservedGeneration: 1,
-			},
-		}
-	})
-	ft := &fakeTSClient{}
-	fakeTsnetServer := &fakeTSNetServer{certDomains: []string{"foo.com"}}
-	zl, err := zap.NewDevelopment()
-	if err != nil {
-		t.Fatal(err)
-	}
-
-	lc := &fakeLocalClient{
-		status: &ipnstate.Status{
-			CurrentTailnet: &ipnstate.TailnetStatus{
-				MagicDNSSuffix: "ts.net",
-			},
-		},
-	}
-	ingPGR := &IngressPGReconciler{
-		Client:      fc,
-		tsClient:    ft,
-		tsnetServer: fakeTsnetServer,
-		defaultTags: []string{"tag:k8s"},
-		tsNamespace: "operator-ns",
-		logger:      zl.Sugar(),
-		recorder:    record.NewFakeRecorder(10),
-		lc:          lc,
-	}
-
-	// Test 1: Default tags
 	ing := &networkingv1.Ingress{
 		TypeMeta: metav1.TypeMeta{Kind: "Ingress", APIVersion: "networking.k8s.io/v1"},
 		ObjectMeta: metav1.ObjectMeta{
@@ -122,8 +64,77 @@ func TestIngressPGReconciler(t *testing.T) {
 
 	// Verify initial reconciliation
 	expectReconciled(t, ingPGR, "default", "test-ingress")
+	verifyServeConfig(t, fc, "svc:my-svc", false)
+	verifyVIPService(t, ft, "svc:my-svc", []string{"443"})
+	verifyTailscaledConfig(t, fc, []string{"svc:my-svc"})
 
-	// Get and verify the ConfigMap was updated
+	mustUpdate(t, fc, "default", "test-ingress", func(ing *networkingv1.Ingress) {
+		ing.Annotations["tailscale.com/tags"] = "tag:custom,tag:test"
+	})
+	expectReconciled(t, ingPGR, "default", "test-ingress")
+
+	// Verify VIPService uses custom tags
+	vipSvc, err := ft.GetVIPService(context.Background(), "svc:my-svc")
+	if err != nil {
+		t.Fatalf("getting VIPService: %v", err)
+	}
+	if vipSvc == nil {
+		t.Fatal("VIPService not created")
+	}
+	wantTags := []string{"tag:custom", "tag:test"} // custom tags only
+	gotTags := slices.Clone(vipSvc.Tags)
+	slices.Sort(gotTags)
+	slices.Sort(wantTags)
+	if !slices.Equal(gotTags, wantTags) {
+		t.Errorf("incorrect VIPService tags: got %v, want %v", gotTags, wantTags)
+	}
+
+	// Create second Ingress
+	ing2 := &networkingv1.Ingress{
+		TypeMeta: metav1.TypeMeta{Kind: "Ingress", APIVersion: "networking.k8s.io/v1"},
+		ObjectMeta: metav1.ObjectMeta{
+			Name:      "my-other-ingress",
+			Namespace: "default",
+			UID:       types.UID("5678-UID"),
+			Annotations: map[string]string{
+				"tailscale.com/proxy-group": "test-pg",
+			},
+		},
+		Spec: networkingv1.IngressSpec{
+			IngressClassName: ptr.To("tailscale"),
+			DefaultBackend: &networkingv1.IngressBackend{
+				Service: &networkingv1.IngressServiceBackend{
+					Name: "test",
+					Port: networkingv1.ServiceBackendPort{
+						Number: 8080,
+					},
+				},
+			},
+			TLS: []networkingv1.IngressTLS{
+				{Hosts: []string{"my-other-svc.tailnetxyz.ts.net"}},
+			},
+		},
+	}
+	mustCreate(t, fc, ing2)
+
+	// Verify second Ingress reconciliation
+	expectReconciled(t, ingPGR, "default", "my-other-ingress")
+	verifyServeConfig(t, fc, "svc:my-other-svc", false)
+	verifyVIPService(t, ft, "svc:my-other-svc", []string{"443"})
+
+	// Verify first Ingress is still working
+	verifyServeConfig(t, fc, "svc:my-svc", false)
+	verifyVIPService(t, ft, "svc:my-svc", []string{"443"})
+
+	verifyTailscaledConfig(t, fc, []string{"svc:my-svc", "svc:my-other-svc"})
+
+	// Delete second Ingress
+	if err := fc.Delete(context.Background(), ing2); err != nil {
+		t.Fatalf("deleting second Ingress: %v", err)
+	}
+	expectReconciled(t, ingPGR, "default", "my-other-ingress")
+
+	// Verify second Ingress cleanup
 	cm := &corev1.ConfigMap{}
 	if err := fc.Get(context.Background(), types.NamespacedName{
 		Name:      "test-pg-ingress-config",
@@ -137,46 +148,18 @@ func TestIngressPGReconciler(t *testing.T) {
 		t.Fatalf("unmarshaling serve config: %v", err)
 	}
 
+	// Verify first Ingress is still configured
 	if cfg.Services["svc:my-svc"] == nil {
-		t.Error("expected serve config to contain VIPService configuration")
+		t.Error("first Ingress service config was incorrectly removed")
+	}
+	// Verify second Ingress was cleaned up
+	if cfg.Services["svc:my-other-svc"] != nil {
+		t.Error("second Ingress service config was not cleaned up")
 	}
 
-	// Verify VIPService uses default tags
-	vipSvc, err := ft.getVIPService(context.Background(), "svc:my-svc")
-	if err != nil {
-		t.Fatalf("getting VIPService: %v", err)
-	}
-	if vipSvc == nil {
-		t.Fatal("VIPService not created")
-	}
-	wantTags := []string{"tag:k8s"} // default tags
-	if !slices.Equal(vipSvc.Tags, wantTags) {
-		t.Errorf("incorrect VIPService tags: got %v, want %v", vipSvc.Tags, wantTags)
-	}
+	verifyTailscaledConfig(t, fc, []string{"svc:my-svc"})
 
-	// Test 2: Custom tags
-	mustUpdate(t, fc, "default", "test-ingress", func(ing *networkingv1.Ingress) {
-		ing.Annotations["tailscale.com/tags"] = "tag:custom,tag:test"
-	})
-	expectReconciled(t, ingPGR, "default", "test-ingress")
-
-	// Verify VIPService uses custom tags
-	vipSvc, err = ft.getVIPService(context.Background(), "svc:my-svc")
-	if err != nil {
-		t.Fatalf("getting VIPService: %v", err)
-	}
-	if vipSvc == nil {
-		t.Fatal("VIPService not created")
-	}
-	wantTags = []string{"tag:custom", "tag:test"} // custom tags only
-	gotTags := slices.Clone(vipSvc.Tags)
-	slices.Sort(gotTags)
-	slices.Sort(wantTags)
-	if !slices.Equal(gotTags, wantTags) {
-		t.Errorf("incorrect VIPService tags: got %v, want %v", gotTags, wantTags)
-	}
-
-	// Delete the Ingress and verify cleanup
+	// Delete the first Ingress and verify cleanup
 	if err := fc.Delete(context.Background(), ing); err != nil {
 		t.Fatalf("deleting Ingress: %v", err)
 	}
@@ -200,6 +183,7 @@ func TestIngressPGReconciler(t *testing.T) {
 	if len(cfg.Services) > 0 {
 		t.Error("serve config not cleaned up")
 	}
+	verifyTailscaledConfig(t, fc, nil)
 }
 
 func TestValidateIngress(t *testing.T) {
@@ -207,6 +191,15 @@ func TestValidateIngress(t *testing.T) {
 		ObjectMeta: metav1.ObjectMeta{
 			Name:      "test-ingress",
 			Namespace: "default",
+			Annotations: map[string]string{
+				AnnotationProxyGroup: "test-pg",
+			},
+		},
+		Spec: networkingv1.IngressSpec{
+			IngressClassName: ptr.To("tailscale"),
+			TLS: []networkingv1.IngressTLS{
+				{Hosts: []string{"test"}},
+			},
 		},
 	}
 
@@ -230,10 +223,11 @@ func TestValidateIngress(t *testing.T) {
 	}
 
 	tests := []struct {
-		name    string
-		ing     *networkingv1.Ingress
-		pg      *tsapi.ProxyGroup
-		wantErr string
+		name         string
+		ing          *networkingv1.Ingress
+		pg           *tsapi.ProxyGroup
+		existingIngs []networkingv1.Ingress
+		wantErr      string
 	}{
 		{
 			name: "valid_ingress_with_hostname",
@@ -323,15 +317,387 @@ func TestValidateIngress(t *testing.T) {
 			},
 			wantErr: "ProxyGroup \"test-pg\" is not ready",
 		},
+		{
+			name: "duplicate_hostname",
+			ing:  baseIngress,
+			pg:   readyProxyGroup,
+			existingIngs: []networkingv1.Ingress{{
+				ObjectMeta: metav1.ObjectMeta{
+					Name:      "existing-ingress",
+					Namespace: "default",
+					Annotations: map[string]string{
+						AnnotationProxyGroup: "test-pg",
+					},
+				},
+				Spec: networkingv1.IngressSpec{
+					IngressClassName: ptr.To("tailscale"),
+					TLS: []networkingv1.IngressTLS{
+						{Hosts: []string{"test"}},
+					},
+				},
+			}},
+			wantErr: `found duplicate Ingress "existing-ingress" for hostname "test" - multiple Ingresses for the same hostname in the same cluster are not allowed`,
+		},
 	}
 
 	for _, tt := range tests {
 		t.Run(tt.name, func(t *testing.T) {
-			r := &IngressPGReconciler{}
-			err := r.validateIngress(tt.ing, tt.pg)
+			fc := fake.NewClientBuilder().
+				WithScheme(tsapi.GlobalScheme).
+				WithObjects(tt.ing).
+				WithLists(&networkingv1.IngressList{Items: tt.existingIngs}).
+				Build()
+			r := &HAIngressReconciler{Client: fc}
+			err := r.validateIngress(context.Background(), tt.ing, tt.pg)
 			if (err == nil && tt.wantErr != "") || (err != nil && err.Error() != tt.wantErr) {
 				t.Errorf("validateIngress() error = %v, wantErr %v", err, tt.wantErr)
 			}
 		})
 	}
 }
+
+func TestIngressPGReconciler_HTTPEndpoint(t *testing.T) {
+	ingPGR, fc, ft := setupIngressTest(t)
+
+	// Create test Ingress with HTTP endpoint enabled
+	ing := &networkingv1.Ingress{
+		TypeMeta: metav1.TypeMeta{Kind: "Ingress", APIVersion: "networking.k8s.io/v1"},
+		ObjectMeta: metav1.ObjectMeta{
+			Name:      "test-ingress",
+			Namespace: "default",
+			UID:       types.UID("1234-UID"),
+			Annotations: map[string]string{
+				"tailscale.com/proxy-group":   "test-pg",
+				"tailscale.com/http-endpoint": "enabled",
+			},
+		},
+		Spec: networkingv1.IngressSpec{
+			IngressClassName: ptr.To("tailscale"),
+			DefaultBackend: &networkingv1.IngressBackend{
+				Service: &networkingv1.IngressServiceBackend{
+					Name: "test",
+					Port: networkingv1.ServiceBackendPort{
+						Number: 8080,
+					},
+				},
+			},
+			TLS: []networkingv1.IngressTLS{
+				{Hosts: []string{"my-svc"}},
+			},
+		},
+	}
+	if err := fc.Create(context.Background(), ing); err != nil {
+		t.Fatal(err)
+	}
+
+	// Verify initial reconciliation with HTTP enabled
+	expectReconciled(t, ingPGR, "default", "test-ingress")
+	verifyVIPService(t, ft, "svc:my-svc", []string{"80", "443"})
+	verifyServeConfig(t, fc, "svc:my-svc", true)
+
+	// Verify Ingress status
+	ing = &networkingv1.Ingress{}
+	if err := fc.Get(context.Background(), types.NamespacedName{
+		Name:      "test-ingress",
+		Namespace: "default",
+	}, ing); err != nil {
+		t.Fatal(err)
+	}
+
+	wantStatus := []networkingv1.IngressPortStatus{
+		{Port: 443, Protocol: "TCP"},
+		{Port: 80, Protocol: "TCP"},
+	}
+	if !reflect.DeepEqual(ing.Status.LoadBalancer.Ingress[0].Ports, wantStatus) {
+		t.Errorf("incorrect status ports: got %v, want %v",
+			ing.Status.LoadBalancer.Ingress[0].Ports, wantStatus)
+	}
+
+	// Remove HTTP endpoint annotation
+	mustUpdate(t, fc, "default", "test-ingress", func(ing *networkingv1.Ingress) {
+		delete(ing.Annotations, "tailscale.com/http-endpoint")
+	})
+
+	// Verify reconciliation after removing HTTP
+	expectReconciled(t, ingPGR, "default", "test-ingress")
+	verifyVIPService(t, ft, "svc:my-svc", []string{"443"})
+	verifyServeConfig(t, fc, "svc:my-svc", false)
+
+	// Verify Ingress status
+	ing = &networkingv1.Ingress{}
+	if err := fc.Get(context.Background(), types.NamespacedName{
+		Name:      "test-ingress",
+		Namespace: "default",
+	}, ing); err != nil {
+		t.Fatal(err)
+	}
+
+	wantStatus = []networkingv1.IngressPortStatus{
+		{Port: 443, Protocol: "TCP"},
+	}
+	if !reflect.DeepEqual(ing.Status.LoadBalancer.Ingress[0].Ports, wantStatus) {
+		t.Errorf("incorrect status ports: got %v, want %v",
+			ing.Status.LoadBalancer.Ingress[0].Ports, wantStatus)
+	}
+}
+
+func verifyVIPService(t *testing.T, ft *fakeTSClient, serviceName string, wantPorts []string) {
+	t.Helper()
+	vipSvc, err := ft.GetVIPService(context.Background(), tailcfg.ServiceName(serviceName))
+	if err != nil {
+		t.Fatalf("getting VIPService %q: %v", serviceName, err)
+	}
+	if vipSvc == nil {
+		t.Fatalf("VIPService %q not created", serviceName)
+	}
+	gotPorts := slices.Clone(vipSvc.Ports)
+	slices.Sort(gotPorts)
+	slices.Sort(wantPorts)
+	if !slices.Equal(gotPorts, wantPorts) {
+		t.Errorf("incorrect ports for VIPService %q: got %v, want %v", serviceName, gotPorts, wantPorts)
+	}
+}
+
+func verifyServeConfig(t *testing.T, fc client.Client, serviceName string, wantHTTP bool) {
+	t.Helper()
+
+	cm := &corev1.ConfigMap{}
+	if err := fc.Get(context.Background(), types.NamespacedName{
+		Name:      "test-pg-ingress-config",
+		Namespace: "operator-ns",
+	}, cm); err != nil {
+		t.Fatalf("getting ConfigMap: %v", err)
+	}
+
+	cfg := &ipn.ServeConfig{}
+	if err := json.Unmarshal(cm.BinaryData["serve-config.json"], cfg); err != nil {
+		t.Fatalf("unmarshaling serve config: %v", err)
+	}
+
+	t.Logf("Looking for service %q in config: %+v", serviceName, cfg)
+
+	svc := cfg.Services[tailcfg.ServiceName(serviceName)]
+	if svc == nil {
+		t.Fatalf("service %q not found in serve config, services: %+v", serviceName, maps.Keys(cfg.Services))
+	}
+
+	wantHandlers := 1
+	if wantHTTP {
+		wantHandlers = 2
+	}
+
+	// Check TCP handlers
+	if len(svc.TCP) != wantHandlers {
+		t.Errorf("incorrect number of TCP handlers for service %q: got %d, want %d", serviceName, len(svc.TCP), wantHandlers)
+	}
+	if wantHTTP {
+		if h, ok := svc.TCP[uint16(80)]; !ok {
+			t.Errorf("HTTP (port 80) handler not found for service %q", serviceName)
+		} else if !h.HTTP {
+			t.Errorf("HTTP not enabled for port 80 handler for service %q", serviceName)
+		}
+	}
+	if h, ok := svc.TCP[uint16(443)]; !ok {
+		t.Errorf("HTTPS (port 443) handler not found for service %q", serviceName)
+	} else if !h.HTTPS {
+		t.Errorf("HTTPS not enabled for port 443 handler for service %q", serviceName)
+	}
+
+	// Check Web handlers
+	if len(svc.Web) != wantHandlers {
+		t.Errorf("incorrect number of Web handlers for service %q: got %d, want %d", serviceName, len(svc.Web), wantHandlers)
+	}
+}
+
+func verifyTailscaledConfig(t *testing.T, fc client.Client, expectedServices []string) {
+	var expected string
+	if expectedServices != nil {
+		expectedServicesJSON, err := json.Marshal(expectedServices)
+		if err != nil {
+			t.Fatalf("marshaling expected services: %v", err)
+		}
+		expected = fmt.Sprintf(`,"AdvertiseServices":%s`, expectedServicesJSON)
+	}
+	expectEqual(t, fc, &corev1.Secret{
+		ObjectMeta: metav1.ObjectMeta{
+			Name:      pgConfigSecretName("test-pg", 0),
+			Namespace: "operator-ns",
+			Labels:    pgSecretLabels("test-pg", "config"),
+		},
+		Data: map[string][]byte{
+			tsoperator.TailscaledConfigFileName(106): []byte(fmt.Sprintf(`{"Version":""%s}`, expected)),
+		},
+	})
+}
+
+func setupIngressTest(t *testing.T) (*HAIngressReconciler, client.Client, *fakeTSClient) {
+
+	tsIngressClass := &networkingv1.IngressClass{
+		ObjectMeta: metav1.ObjectMeta{Name: "tailscale"},
+		Spec:       networkingv1.IngressClassSpec{Controller: "tailscale.com/ts-ingress"},
+	}
+
+	// Pre-create the ProxyGroup
+	pg := &tsapi.ProxyGroup{
+		ObjectMeta: metav1.ObjectMeta{
+			Name:       "test-pg",
+			Generation: 1,
+		},
+		Spec: tsapi.ProxyGroupSpec{
+			Type: tsapi.ProxyGroupTypeIngress,
+		},
+	}
+
+	// Pre-create the ConfigMap for the ProxyGroup
+	pgConfigMap := &corev1.ConfigMap{
+		ObjectMeta: metav1.ObjectMeta{
+			Name:      "test-pg-ingress-config",
+			Namespace: "operator-ns",
+		},
+		BinaryData: map[string][]byte{
+			"serve-config.json": []byte(`{"Services":{}}`),
+		},
+	}
+
+	// Pre-create a config Secret for the ProxyGroup
+	pgCfgSecret := &corev1.Secret{
+		ObjectMeta: metav1.ObjectMeta{
+			Name:      pgConfigSecretName("test-pg", 0),
+			Namespace: "operator-ns",
+			Labels:    pgSecretLabels("test-pg", "config"),
+		},
+		Data: map[string][]byte{
+			tsoperator.TailscaledConfigFileName(106): []byte("{}"),
+		},
+	}
+
+	fc := fake.NewClientBuilder().
+		WithScheme(tsapi.GlobalScheme).
+		WithObjects(pg, pgCfgSecret, pgConfigMap, tsIngressClass).
+		WithStatusSubresource(pg).
+		Build()
+
+	// Set ProxyGroup status to ready
+	pg.Status.Conditions = []metav1.Condition{
+		{
+			Type:               string(tsapi.ProxyGroupReady),
+			Status:             metav1.ConditionTrue,
+			ObservedGeneration: 1,
+		},
+	}
+	if err := fc.Status().Update(context.Background(), pg); err != nil {
+		t.Fatal(err)
+	}
+	fakeTsnetServer := &fakeTSNetServer{certDomains: []string{"foo.com"}}
+
+	ft := &fakeTSClient{}
+	zl, err := zap.NewDevelopment()
+	if err != nil {
+		t.Fatal(err)
+	}
+
+	lc := &fakeLocalClient{
+		status: &ipnstate.Status{
+			CurrentTailnet: &ipnstate.TailnetStatus{
+				MagicDNSSuffix: "ts.net",
+			},
+		},
+	}
+
+	ingPGR := &HAIngressReconciler{
+		Client:      fc,
+		tsClient:    ft,
+		defaultTags: []string{"tag:k8s"},
+		tsNamespace: "operator-ns",
+		tsnetServer: fakeTsnetServer,
+		logger:      zl.Sugar(),
+		recorder:    record.NewFakeRecorder(10),
+		lc:          lc,
+	}
+
+	return ingPGR, fc, ft
+}
+
+func TestIngressPGReconciler_MultiCluster(t *testing.T) {
+	ingPGR, fc, ft := setupIngressTest(t)
+	ingPGR.operatorID = "operator-1"
+
+	// Create initial Ingress
+	ing := &networkingv1.Ingress{
+		TypeMeta: metav1.TypeMeta{Kind: "Ingress", APIVersion: "networking.k8s.io/v1"},
+		ObjectMeta: metav1.ObjectMeta{
+			Name:      "test-ingress",
+			Namespace: "default",
+			UID:       types.UID("1234-UID"),
+			Annotations: map[string]string{
+				"tailscale.com/proxy-group": "test-pg",
+			},
+		},
+		Spec: networkingv1.IngressSpec{
+			IngressClassName: ptr.To("tailscale"),
+			TLS: []networkingv1.IngressTLS{
+				{Hosts: []string{"my-svc"}},
+			},
+		},
+	}
+	mustCreate(t, fc, ing)
+
+	// Simulate existing VIPService from another cluster
+	existingVIPSvc := &tailscale.VIPService{
+		Name:    "svc:my-svc",
+		Comment: `{"ownerrefs":[{"operatorID":"operator-2"}]}`,
+	}
+	ft.vipServices = map[tailcfg.ServiceName]*tailscale.VIPService{
+		"svc:my-svc": existingVIPSvc,
+	}
+
+	// Verify reconciliation adds our operator reference
+	expectReconciled(t, ingPGR, "default", "test-ingress")
+
+	vipSvc, err := ft.GetVIPService(context.Background(), "svc:my-svc")
+	if err != nil {
+		t.Fatalf("getting VIPService: %v", err)
+	}
+	if vipSvc == nil {
+		t.Fatal("VIPService not found")
+	}
+
+	c := &comment{}
+	if err := json.Unmarshal([]byte(vipSvc.Comment), c); err != nil {
+		t.Fatalf("parsing comment: %v", err)
+	}
+
+	wantOwnerRefs := []OwnerRef{
+		{OperatorID: "operator-2"},
+		{OperatorID: "operator-1"},
+	}
+	if !reflect.DeepEqual(c.OwnerRefs, wantOwnerRefs) {
+		t.Errorf("incorrect owner refs\ngot:  %+v\nwant: %+v", c.OwnerRefs, wantOwnerRefs)
+	}
+
+	// Delete the Ingress and verify VIPService still exists with one owner ref
+	if err := fc.Delete(context.Background(), ing); err != nil {
+		t.Fatalf("deleting Ingress: %v", err)
+	}
+	expectRequeue(t, ingPGR, "default", "test-ingress")
+
+	vipSvc, err = ft.GetVIPService(context.Background(), "svc:my-svc")
+	if err != nil {
+		t.Fatalf("getting VIPService after deletion: %v", err)
+	}
+	if vipSvc == nil {
+		t.Fatal("VIPService was incorrectly deleted")
+	}
+
+	c = &comment{}
+	if err := json.Unmarshal([]byte(vipSvc.Comment), c); err != nil {
+		t.Fatalf("parsing comment after deletion: %v", err)
+	}
+
+	wantOwnerRefs = []OwnerRef{
+		{OperatorID: "operator-2"},
+	}
+	if !reflect.DeepEqual(c.OwnerRefs, wantOwnerRefs) {
+		t.Errorf("incorrect owner refs after deletion\ngot:  %+v\nwant: %+v", c.OwnerRefs, wantOwnerRefs)
+	}
+}

cmd/k8s-operator/ingress.go

@@ -73,6 +73,7 @@ func (a *IngressReconciler) Reconcile(ctx context.Context, req reconcile.Request
 		return reconcile.Result{}, fmt.Errorf("failed to get ing: %w", err)
 	}
 	if !ing.DeletionTimestamp.IsZero() || !a.shouldExpose(ing) {
+		// TODO(irbekrm): this message is confusing if the Ingress is an HA Ingress
 		logger.Debugf("ingress is being deleted or should not be exposed, cleaning up")
 		return reconcile.Result{}, a.maybeCleanup(ctx, logger, ing)
 	}

cmd/k8s-operator/operator.go

@@ -9,6 +9,7 @@ package main
 
 import (
 	"context"
+	"fmt"
 	"net/http"
 	"os"
 	"regexp"
@@ -39,6 +40,7 @@ import (
 	"sigs.k8s.io/controller-runtime/pkg/manager"
 	"sigs.k8s.io/controller-runtime/pkg/manager/signals"
 	"sigs.k8s.io/controller-runtime/pkg/reconcile"
+	"tailscale.com/client/local"
 	"tailscale.com/client/tailscale"
 	"tailscale.com/hostinfo"
 	"tailscale.com/ipn"
@@ -335,6 +337,10 @@ func runReconcilers(opts reconcilerOpts) {
 	if err != nil {
 		startlog.Fatalf("could not get local client: %v", err)
 	}
+	id, err := id(context.Background(), lc)
+	if err != nil {
+		startlog.Fatalf("error determining stable ID of the operator's Tailscale device: %v", err)
+	}
 	ingressProxyGroupFilter := handler.EnqueueRequestsFromMapFunc(ingressesFromIngressProxyGroup(mgr.GetClient(), opts.log))
 	err = builder.
 		ControllerManagedBy(mgr).
@@ -342,7 +348,7 @@ func runReconcilers(opts reconcilerOpts) {
 		Named("ingress-pg-reconciler").
 		Watches(&corev1.Service{}, handler.EnqueueRequestsFromMapFunc(serviceHandlerForIngressPG(mgr.GetClient(), startlog))).
 		Watches(&tsapi.ProxyGroup{}, ingressProxyGroupFilter).
-		Complete(&IngressPGReconciler{
+		Complete(&HAIngressReconciler{
 			recorder:    eventRecorder,
 			tsClient:    opts.tsClient,
 			tsnetServer: opts.tsServer,
@@ -350,6 +356,7 @@ func runReconcilers(opts reconcilerOpts) {
 			Client:      mgr.GetClient(),
 			logger:      opts.log.Named("ingress-pg-reconciler"),
 			lc:          lc,
+			operatorID:  id,
 			tsNamespace: opts.tailscaleNamespace,
 		})
 	if err != nil {
@@ -1262,3 +1269,14 @@ func hasProxyGroupAnnotation(obj client.Object) bool {
 	ing := obj.(*networkingv1.Ingress)
 	return ing.Annotations[AnnotationProxyGroup] != ""
 }
+
+func id(ctx context.Context, lc *local.Client) (string, error) {
+	st, err := lc.StatusWithoutPeers(ctx)
+	if err != nil {
+		return "", fmt.Errorf("error getting tailscale status: %w", err)
+	}
+	if st.Self == nil {
+		return "", fmt.Errorf("unexpected: device's status does not contain node's metadata")
+	}
+	return string(st.Self.ID), nil
+}

cmd/k8s-operator/proxygroup.go

@@ -452,7 +452,7 @@ func (r *ProxyGroupReconciler) ensureConfigSecretsCreated(ctx context.Context, p
 	for i := range pgReplicas(pg) {
 		cfgSecret := &corev1.Secret{
 			ObjectMeta: metav1.ObjectMeta{
-				Name:            fmt.Sprintf("%s-%d-config", pg.Name, i),
+				Name:            pgConfigSecretName(pg.Name, i),
 				Namespace:       r.tsNamespace,
 				Labels:          pgSecretLabels(pg.Name, "config"),
 				OwnerReferences: pgOwnerReference(pg),
@@ -596,10 +596,35 @@ func pgTailscaledConfig(pg *tsapi.ProxyGroup, class *tsapi.ProxyClass, idx int32
 		conf.AuthKey = key
 	}
 	capVerConfigs := make(map[tailcfg.CapabilityVersion]ipn.ConfigVAlpha)
+
+	// AdvertiseServices config is set by ingress-pg-reconciler, so make sure we
+	// don't overwrite it here.
+	if err := copyAdvertiseServicesConfig(conf, oldSecret, 106); err != nil {
+		return nil, err
+	}
 	capVerConfigs[106] = *conf
 	return capVerConfigs, nil
 }
 
+func copyAdvertiseServicesConfig(conf *ipn.ConfigVAlpha, oldSecret *corev1.Secret, capVer tailcfg.CapabilityVersion) error {
+	if oldSecret == nil {
+		return nil
+	}
+
+	oldConfB := oldSecret.Data[tsoperator.TailscaledConfigFileName(capVer)]
+	if len(oldConfB) == 0 {
+		return nil
+	}
+
+	var oldConf ipn.ConfigVAlpha
+	if err := json.Unmarshal(oldConfB, &oldConf); err != nil {
+		return fmt.Errorf("error unmarshalling existing config: %w", err)
+	}
+	conf.AdvertiseServices = oldConf.AdvertiseServices
+
+	return nil
+}
+
 func (r *ProxyGroupReconciler) validate(_ *tsapi.ProxyGroup) error {
 	return nil
 }

cmd/k8s-operator/proxygroup_specs.go

@@ -73,7 +73,7 @@ func pgStatefulSet(pg *tsapi.ProxyGroup, namespace, image, tsFirewallMode string
 				Name: fmt.Sprintf("tailscaledconfig-%d", i),
 				VolumeSource: corev1.VolumeSource{
 					Secret: &corev1.SecretVolumeSource{
-						SecretName: fmt.Sprintf("%s-%d-config", pg.Name, i),
+						SecretName: pgConfigSecretName(pg.Name, i),
 					},
 				},
 			})
@@ -236,8 +236,8 @@ func pgRole(pg *tsapi.ProxyGroup, namespace string) *rbacv1.Role {
 				ResourceNames: func() (secrets []string) {
 					for i := range pgReplicas(pg) {
 						secrets = append(secrets,
-							fmt.Sprintf("%s-%d-config", pg.Name, i), // Config with auth key.
-							fmt.Sprintf("%s-%d", pg.Name, i),        // State.
+							pgConfigSecretName(pg.Name, i),   // Config with auth key.
+							fmt.Sprintf("%s-%d", pg.Name, i), // State.
 						)
 					}
 					return secrets
@@ -349,6 +349,10 @@ func pgReplicas(pg *tsapi.ProxyGroup) int32 {
 	return 2
 }
 
+func pgConfigSecretName(pgName string, i int32) string {
+	return fmt.Sprintf("%s-%d-config", pgName, i)
+}
+
 func pgEgressCMName(pg string) string {
 	return fmt.Sprintf("%s-egress-config", pg)
 }

cmd/k8s-operator/proxygroup_test.go

@@ -24,6 +24,7 @@ import (
 	"sigs.k8s.io/controller-runtime/pkg/client"
 	"sigs.k8s.io/controller-runtime/pkg/client/fake"
 	"tailscale.com/client/tailscale"
+	"tailscale.com/ipn"
 	tsoperator "tailscale.com/k8s-operator"
 	tsapi "tailscale.com/k8s-operator/apis/v1alpha1"
 	"tailscale.com/kube/kubetypes"
@@ -446,6 +447,79 @@ func TestProxyGroupTypes(t *testing.T) {
 	})
 }
 
+func TestIngressAdvertiseServicesConfigPreserved(t *testing.T) {
+	fc := fake.NewClientBuilder().
+		WithScheme(tsapi.GlobalScheme).
+		Build()
+	reconciler := &ProxyGroupReconciler{
+		tsNamespace: tsNamespace,
+		proxyImage:  testProxyImage,
+		Client:      fc,
+		l:           zap.Must(zap.NewDevelopment()).Sugar(),
+		tsClient:    &fakeTSClient{},
+		clock:       tstest.NewClock(tstest.ClockOpts{}),
+	}
+
+	existingServices := []string{"svc1", "svc2"}
+	existingConfigBytes, err := json.Marshal(ipn.ConfigVAlpha{
+		AdvertiseServices: existingServices,
+		Version:           "should-get-overwritten",
+	})
+	if err != nil {
+		t.Fatal(err)
+	}
+
+	const pgName = "test-ingress"
+	mustCreate(t, fc, &corev1.Secret{
+		ObjectMeta: metav1.ObjectMeta{
+			Name:      pgConfigSecretName(pgName, 0),
+			Namespace: tsNamespace,
+		},
+		// Write directly to Data because the fake client doesn't copy the write-only
+		// StringData field across to Data for us.
+		Data: map[string][]byte{
+			tsoperator.TailscaledConfigFileName(106): existingConfigBytes,
+		},
+	})
+
+	mustCreate(t, fc, &tsapi.ProxyGroup{
+		ObjectMeta: metav1.ObjectMeta{
+			Name: pgName,
+			UID:  "test-ingress-uid",
+		},
+		Spec: tsapi.ProxyGroupSpec{
+			Type:     tsapi.ProxyGroupTypeIngress,
+			Replicas: ptr.To[int32](1),
+		},
+	})
+	expectReconciled(t, reconciler, "", pgName)
+
+	expectedConfigBytes, err := json.Marshal(ipn.ConfigVAlpha{
+		// Preserved.
+		AdvertiseServices: existingServices,
+
+		// Everything else got updated in the reconcile:
+		Version:      "alpha0",
+		AcceptDNS:    "false",
+		AcceptRoutes: "false",
+		Locked:       "false",
+		Hostname:     ptr.To(fmt.Sprintf("%s-%d", pgName, 0)),
+	})
+	if err != nil {
+		t.Fatal(err)
+	}
+	expectEqual(t, fc, &corev1.Secret{
+		ObjectMeta: metav1.ObjectMeta{
+			Name:            pgConfigSecretName(pgName, 0),
+			Namespace:       tsNamespace,
+			ResourceVersion: "2",
+		},
+		StringData: map[string]string{
+			tsoperator.TailscaledConfigFileName(106): string(expectedConfigBytes),
+		},
+	}, omitSecretData)
+}
+
 func verifyProxyGroupCounts(t *testing.T, r *ProxyGroupReconciler, wantIngress, wantEgress int) {
 	t.Helper()
 	if r.ingressProxyGroups.Len() != wantIngress {
@@ -501,7 +575,7 @@ func expectProxyGroupResources(t *testing.T, fc client.WithWatch, pg *tsapi.Prox
 		for i := range pgReplicas(pg) {
 			expectedSecrets = append(expectedSecrets,
 				fmt.Sprintf("%s-%d", pg.Name, i),
-				fmt.Sprintf("%s-%d-config", pg.Name, i),
+				pgConfigSecretName(pg.Name, i),
 			)
 		}
 	}
@@ -546,3 +620,11 @@ func addNodeIDToStateSecrets(t *testing.T, fc client.WithWatch, pg *tsapi.ProxyG
 		})
 	}
 }
+
+// The operator mostly writes to StringData and reads from Data, but the fake
+// client doesn't copy StringData across to Data on write. When comparing actual
+// vs expected Secrets, use this function to only check what the operator writes
+// to StringData.
+func omitSecretData(secret *corev1.Secret) {
+	secret.Data = nil
+}

cmd/k8s-operator/testutils_test.go

@@ -28,7 +28,7 @@ import (
 	"k8s.io/client-go/tools/record"
 	"sigs.k8s.io/controller-runtime/pkg/client"
 	"sigs.k8s.io/controller-runtime/pkg/reconcile"
-	"tailscale.com/client/tailscale"
+	"tailscale.com/internal/client/tailscale"
 	"tailscale.com/ipn"
 	"tailscale.com/ipn/ipnstate"
 	tsapi "tailscale.com/k8s-operator/apis/v1alpha1"
@@ -768,7 +768,7 @@ type fakeTSClient struct {
 	sync.Mutex
 	keyRequests []tailscale.KeyCapabilities
 	deleted     []string
-	vipServices map[tailcfg.ServiceName]*VIPService
+	vipServices map[tailcfg.ServiceName]*tailscale.VIPService
 }
 type fakeTSNetServer struct {
 	certDomains []string
@@ -875,7 +875,7 @@ func removeAuthKeyIfExistsModifier(t *testing.T) func(s *corev1.Secret) {
 	}
 }
 
-func (c *fakeTSClient) getVIPService(ctx context.Context, name tailcfg.ServiceName) (*VIPService, error) {
+func (c *fakeTSClient) GetVIPService(ctx context.Context, name tailcfg.ServiceName) (*tailscale.VIPService, error) {
 	c.Lock()
 	defer c.Unlock()
 	if c.vipServices == nil {
@@ -888,17 +888,17 @@ func (c *fakeTSClient) getVIPService(ctx context.Context, name tailcfg.ServiceNa
 	return svc, nil
 }
 
-func (c *fakeTSClient) createOrUpdateVIPService(ctx context.Context, svc *VIPService) error {
+func (c *fakeTSClient) CreateOrUpdateVIPService(ctx context.Context, svc *tailscale.VIPService) error {
 	c.Lock()
 	defer c.Unlock()
 	if c.vipServices == nil {
-		c.vipServices = make(map[tailcfg.ServiceName]*VIPService)
+		c.vipServices = make(map[tailcfg.ServiceName]*tailscale.VIPService)
 	}
 	c.vipServices[svc.Name] = svc
 	return nil
 }
 
-func (c *fakeTSClient) deleteVIPService(ctx context.Context, name tailcfg.ServiceName) error {
+func (c *fakeTSClient) DeleteVIPService(ctx context.Context, name tailcfg.ServiceName) error {
 	c.Lock()
 	defer c.Unlock()
 	if c.vipServices != nil {

cmd/k8s-operator/tsclient.go

@@ -6,19 +6,13 @@
 package main
 
 import (
-	"bytes"
 	"context"
-	"encoding/json"
 	"fmt"
-	"io"
-	"net/http"
-	"net/url"
 	"os"
 
 	"golang.org/x/oauth2/clientcredentials"
-	"tailscale.com/client/tailscale"
+	"tailscale.com/internal/client/tailscale"
 	"tailscale.com/tailcfg"
-	"tailscale.com/util/httpm"
 )
 
 // defaultTailnet is a value that can be used in Tailscale API calls instead of tailnet name to indicate that the API
@@ -45,141 +39,14 @@ func newTSClient(ctx context.Context, clientIDPath, clientSecretPath string) (ts
 	c := tailscale.NewClient(defaultTailnet, nil)
 	c.UserAgent = "tailscale-k8s-operator"
 	c.HTTPClient = credentials.Client(ctx)
-	tsc := &tsClientImpl{
-		Client:  c,
-		baseURL: defaultBaseURL,
-		tailnet: defaultTailnet,
-	}
-	return tsc, nil
+	return c, nil
 }
 
 type tsClient interface {
 	CreateKey(ctx context.Context, caps tailscale.KeyCapabilities) (string, *tailscale.Key, error)
 	Device(ctx context.Context, deviceID string, fields *tailscale.DeviceFieldsOpts) (*tailscale.Device, error)
 	DeleteDevice(ctx context.Context, nodeStableID string) error
-	getVIPService(ctx context.Context, name tailcfg.ServiceName) (*VIPService, error)
-	createOrUpdateVIPService(ctx context.Context, svc *VIPService) error
-	deleteVIPService(ctx context.Context, name tailcfg.ServiceName) error
-}
-
-type tsClientImpl struct {
-	*tailscale.Client
-	baseURL string
-	tailnet string
-}
-
-// VIPService is a Tailscale VIPService with Tailscale API JSON representation.
-type VIPService struct {
-	// Name is a VIPService name in form svc:<leftmost-label-of-service-DNS-name>.
-	Name tailcfg.ServiceName `json:"name,omitempty"`
-	// Addrs are the IP addresses of the VIP Service. There are two addresses:
-	// the first is IPv4 and the second is IPv6.
-	// When creating a new VIP Service, the IP addresses are optional: if no
-	// addresses are specified then they will be selected. If an IPv4 address is
-	// specified at index 0, then that address will attempt to be used. An IPv6
-	// address can not be specified upon creation.
-	Addrs []string `json:"addrs,omitempty"`
-	// Comment is an optional text string for display in the admin panel.
-	Comment string `json:"comment,omitempty"`
-	// Ports are the ports of a VIPService that will be configured via Tailscale serve config.
-	// If set, any node wishing to advertise this VIPService must have this port configured via Tailscale serve.
-	Ports []string `json:"ports,omitempty"`
-	// Tags are optional ACL tags that will be applied to the VIPService.
-	Tags []string `json:"tags,omitempty"`
-}
-
-// GetVIPServiceByName retrieves a VIPService by its name. It returns 404 if the VIPService is not found.
-func (c *tsClientImpl) getVIPService(ctx context.Context, name tailcfg.ServiceName) (*VIPService, error) {
-	path := fmt.Sprintf("%s/api/v2/tailnet/%s/vip-services/%s", c.baseURL, c.tailnet, url.PathEscape(name.String()))
-	req, err := http.NewRequestWithContext(ctx, httpm.GET, path, nil)
-	if err != nil {
-		return nil, fmt.Errorf("error creating new HTTP request: %w", err)
-	}
-	b, resp, err := c.sendRequest(req)
-	if err != nil {
-		return nil, fmt.Errorf("error making Tailsale API request: %w", err)
-	}
-	// If status code was not successful, return the error.
-	// TODO: Change the check for the StatusCode to include other 2XX success codes.
-	if resp.StatusCode != http.StatusOK {
-		return nil, handleErrorResponse(b, resp)
-	}
-	svc := &VIPService{}
-	if err := json.Unmarshal(b, svc); err != nil {
-		return nil, err
-	}
-	return svc, nil
-}
-
-// createOrUpdateVIPService creates or updates a VIPService by its name. Caller must ensure that, if the
-// VIPService already exists, the VIPService is fetched first to ensure that any auto-allocated IP addresses are not
-// lost during the update. If the VIPService was created without any IP addresses explicitly set (so that they were
-// auto-allocated by Tailscale) any subsequent request to this function that does not set any IP addresses will error.
-func (c *tsClientImpl) createOrUpdateVIPService(ctx context.Context, svc *VIPService) error {
-	data, err := json.Marshal(svc)
-	if err != nil {
-		return err
-	}
-	path := fmt.Sprintf("%s/api/v2/tailnet/%s/vip-services/%s", c.baseURL, c.tailnet, url.PathEscape(svc.Name.String()))
-	req, err := http.NewRequestWithContext(ctx, httpm.PUT, path, bytes.NewBuffer(data))
-	if err != nil {
-		return fmt.Errorf("error creating new HTTP request: %w", err)
-	}
-	b, resp, err := c.sendRequest(req)
-	if err != nil {
-		return fmt.Errorf("error making Tailscale API request: %w", err)
-	}
-	// If status code was not successful, return the error.
-	// TODO: Change the check for the StatusCode to include other 2XX success codes.
-	if resp.StatusCode != http.StatusOK {
-		return handleErrorResponse(b, resp)
-	}
-	return nil
-}
-
-// DeleteVIPServiceByName deletes a VIPService by its name. It returns an error if the VIPService
-// does not exist or if the deletion fails.
-func (c *tsClientImpl) deleteVIPService(ctx context.Context, name tailcfg.ServiceName) error {
-	path := fmt.Sprintf("%s/api/v2/tailnet/%s/vip-services/%s", c.baseURL, c.tailnet, url.PathEscape(name.String()))
-	req, err := http.NewRequestWithContext(ctx, httpm.DELETE, path, nil)
-	if err != nil {
-		return fmt.Errorf("error creating new HTTP request: %w", err)
-	}
-	b, resp, err := c.sendRequest(req)
-	if err != nil {
-		return fmt.Errorf("error making Tailscale API request: %w", err)
-	}
-	// If status code was not successful, return the error.
-	if resp.StatusCode != http.StatusOK {
-		return handleErrorResponse(b, resp)
-	}
-	return nil
-}
-
-// sendRequest add the authentication key to the request and sends it. It
-// receives the response and reads up to 10MB of it.
-func (c *tsClientImpl) sendRequest(req *http.Request) ([]byte, *http.Response, error) {
-	resp, err := c.Do(req)
-	if err != nil {
-		return nil, resp, fmt.Errorf("error actually doing request: %w", err)
-	}
-	defer resp.Body.Close()
-
-	// Read response
-	b, err := io.ReadAll(resp.Body)
-	if err != nil {
-		err = fmt.Errorf("error reading response body: %v", err)
-	}
-	return b, resp, err
-}
-
-// handleErrorResponse decodes the error message from the server and returns
-// an ErrResponse from it.
-func handleErrorResponse(b []byte, resp *http.Response) error {
-	var errResp tailscale.ErrResponse
-	if err := json.Unmarshal(b, &errResp); err != nil {
-		return err
-	}
-	errResp.Status = resp.StatusCode
-	return errResp
+	GetVIPService(ctx context.Context, name tailcfg.ServiceName) (*tailscale.VIPService, error)
+	CreateOrUpdateVIPService(ctx context.Context, svc *tailscale.VIPService) error
+	DeleteVIPService(ctx context.Context, name tailcfg.ServiceName) error
 }

cmd/natc/natc.go

@@ -41,6 +41,8 @@ import (
 	"tailscale.com/wgengine/netstack"
 )
 
+var ErrNoIPsAvailable = errors.New("no IPs available")
+
 func main() {
 	hostinfo.SetApp("natc")
 	if !envknob.UseWIPCode() {
@@ -277,14 +279,14 @@ func (c *connector) handleDNS(pc net.PacketConn, buf []byte, remoteAddr *net.UDP
 	defer cancel()
 	who, err := c.lc.WhoIs(ctx, remoteAddr.String())
 	if err != nil {
-		log.Printf("HandleDNS: WhoIs failed: %v\n", err)
+		log.Printf("HandleDNS(remote=%s): WhoIs failed: %v\n", remoteAddr.String(), err)
 		return
 	}
 
 	var msg dnsmessage.Message
 	err = msg.Unpack(buf)
 	if err != nil {
-		log.Printf("HandleDNS: dnsmessage unpack failed: %v\n ", err)
+		log.Printf("HandleDNS(remote=%s): dnsmessage unpack failed: %v\n", remoteAddr.String(), err)
 		return
 	}
 
@@ -297,19 +299,19 @@ func (c *connector) handleDNS(pc net.PacketConn, buf []byte, remoteAddr *net.UDP
 			case dnsmessage.TypeAAAA, dnsmessage.TypeA:
 				dstAddrs, err := lookupDestinationIP(q.Name.String())
 				if err != nil {
-					log.Printf("HandleDNS: lookup destination failed: %v\n ", err)
+					log.Printf("HandleDNS(remote=%s): lookup destination failed: %v\n", remoteAddr.String(), err)
 					return
 				}
 				if c.ignoreDestination(dstAddrs) {
 					bs, err := dnsResponse(&msg, dstAddrs)
 					// TODO (fran): treat as SERVFAIL
 					if err != nil {
-						log.Printf("HandleDNS: generate ignore response failed: %v\n", err)
+						log.Printf("HandleDNS(remote=%s): generate ignore response failed: %v\n", remoteAddr.String(), err)
 						return
 					}
 					_, err = pc.WriteTo(bs, remoteAddr)
 					if err != nil {
-						log.Printf("HandleDNS: write failed: %v\n", err)
+						log.Printf("HandleDNS(remote=%s): write failed: %v\n", remoteAddr.String(), err)
 					}
 					return
 				}
@@ -322,7 +324,7 @@ func (c *connector) handleDNS(pc net.PacketConn, buf []byte, remoteAddr *net.UDP
 	resp, err := c.generateDNSResponse(&msg, who.Node.ID)
 	// TODO (fran): treat as SERVFAIL
 	if err != nil {
-		log.Printf("HandleDNS: connector handling failed: %v\n", err)
+		log.Printf("HandleDNS(remote=%s): connector handling failed: %v\n", remoteAddr.String(), err)
 		return
 	}
 	// TODO (fran): treat as NXDOMAIN
@@ -332,7 +334,7 @@ func (c *connector) handleDNS(pc net.PacketConn, buf []byte, remoteAddr *net.UDP
 	// This connector handled the DNS request
 	_, err = pc.WriteTo(resp, remoteAddr)
 	if err != nil {
-		log.Printf("HandleDNS: write failed: %v\n", err)
+		log.Printf("HandleDNS(remote=%s): write failed: %v\n", remoteAddr.String(), err)
 	}
 }
 
@@ -529,6 +531,9 @@ func (ps *perPeerState) ipForDomain(domain string) ([]netip.Addr, error) {
 		return addrs, nil
 	}
 	addrs := ps.assignAddrsLocked(domain)
+	if addrs == nil {
+		return nil, ErrNoIPsAvailable
+	}
 	return addrs, nil
 }
 
@@ -575,6 +580,9 @@ func (ps *perPeerState) assignAddrsLocked(domain string) []netip.Addr {
 		ps.addrToDomain = &bart.Table[string]{}
 	}
 	v4 := ps.unusedIPv4Locked()
+	if !v4.IsValid() {
+		return nil
+	}
 	as16 := ps.c.v6ULA.Addr().As16()
 	as4 := v4.As4()
 	copy(as16[12:], as4[:])

cmd/stund/depaware.txt

@@ -88,13 +88,11 @@ tailscale.com/cmd/stund dependencies: (generated by github.com/tailscale/depawar
         golang.org/x/crypto/cryptobyte                               from crypto/ecdsa+
         golang.org/x/crypto/cryptobyte/asn1                          from crypto/ecdsa+
         golang.org/x/crypto/curve25519                               from golang.org/x/crypto/nacl/box+
-        golang.org/x/crypto/hkdf                                     from crypto/tls+
         golang.org/x/crypto/internal/alias                           from golang.org/x/crypto/chacha20+
         golang.org/x/crypto/internal/poly1305                        from golang.org/x/crypto/chacha20poly1305+
         golang.org/x/crypto/nacl/box                                 from tailscale.com/types/key
         golang.org/x/crypto/nacl/secretbox                           from golang.org/x/crypto/nacl/box
         golang.org/x/crypto/salsa20/salsa                            from golang.org/x/crypto/nacl/box+
-        golang.org/x/crypto/sha3                                     from crypto/internal/mlkem768+
         golang.org/x/net/dns/dnsmessage                              from net+
         golang.org/x/net/http/httpguts                               from net/http
         golang.org/x/net/http/httpproxy                              from net/http
@@ -116,7 +114,7 @@ tailscale.com/cmd/stund dependencies: (generated by github.com/tailscale/depawar
         container/list                                               from crypto/tls+
         context                                                      from crypto/tls+
         crypto                                                       from crypto/ecdh+
-        crypto/aes                                                   from crypto/ecdsa+
+        crypto/aes                                                   from crypto/internal/hpke+
         crypto/cipher                                                from crypto/aes+
         crypto/des                                                   from crypto/tls+
         crypto/dsa                                                   from crypto/x509
@@ -124,32 +122,59 @@ tailscale.com/cmd/stund dependencies: (generated by github.com/tailscale/depawar
         crypto/ecdsa                                                 from crypto/tls+
         crypto/ed25519                                               from crypto/tls+
         crypto/elliptic                                              from crypto/ecdsa+
-        crypto/hmac                                                  from crypto/tls+
-        crypto/internal/alias                                        from crypto/aes+
-        crypto/internal/bigmod                                       from crypto/ecdsa+
+        crypto/hmac                                                  from crypto/tls
         crypto/internal/boring                                       from crypto/aes+
         crypto/internal/boring/bbig                                  from crypto/ecdsa+
         crypto/internal/boring/sig                                   from crypto/internal/boring
-        crypto/internal/edwards25519                                 from crypto/ed25519
-        crypto/internal/edwards25519/field                           from crypto/ecdh+
+        crypto/internal/entropy                                      from crypto/internal/fips140/drbg
+        crypto/internal/fips140                                      from crypto/internal/fips140/aes+
+        crypto/internal/fips140/aes                                  from crypto/aes+
+        crypto/internal/fips140/aes/gcm                              from crypto/cipher+
+        crypto/internal/fips140/alias                                from crypto/cipher+
+        crypto/internal/fips140/bigmod                               from crypto/internal/fips140/ecdsa+
+        crypto/internal/fips140/check                                from crypto/internal/fips140/aes+
+        crypto/internal/fips140/drbg                                 from crypto/internal/fips140/aes/gcm+
+        crypto/internal/fips140/ecdh                                 from crypto/ecdh
+        crypto/internal/fips140/ecdsa                                from crypto/ecdsa
+        crypto/internal/fips140/ed25519                              from crypto/ed25519
+        crypto/internal/fips140/edwards25519                         from crypto/internal/fips140/ed25519
+        crypto/internal/fips140/edwards25519/field                   from crypto/ecdh+
+        crypto/internal/fips140/hkdf                                 from crypto/internal/fips140/tls13+
+        crypto/internal/fips140/hmac                                 from crypto/hmac+
+        crypto/internal/fips140/mlkem                                from crypto/tls
+        crypto/internal/fips140/nistec                               from crypto/elliptic+
+        crypto/internal/fips140/nistec/fiat                          from crypto/internal/fips140/nistec
+        crypto/internal/fips140/rsa                                  from crypto/rsa
+        crypto/internal/fips140/sha256                               from crypto/internal/fips140/check+
+        crypto/internal/fips140/sha3                                 from crypto/internal/fips140/hmac+
+        crypto/internal/fips140/sha512                               from crypto/internal/fips140/ecdsa+
+        crypto/internal/fips140/subtle                               from crypto/internal/fips140/aes+
+        crypto/internal/fips140/tls12                                from crypto/tls
+        crypto/internal/fips140/tls13                                from crypto/tls
+        crypto/internal/fips140deps/byteorder                        from crypto/internal/fips140/aes+
+        crypto/internal/fips140deps/cpu                              from crypto/internal/fips140/aes+
+        crypto/internal/fips140deps/godebug                          from crypto/internal/fips140+
+        crypto/internal/fips140hash                                  from crypto/ecdsa+
+        crypto/internal/fips140only                                  from crypto/cipher+
         crypto/internal/hpke                                         from crypto/tls
-        crypto/internal/mlkem768                                     from crypto/tls
-        crypto/internal/nistec                                       from crypto/ecdh+
-        crypto/internal/nistec/fiat                                  from crypto/internal/nistec
+        crypto/internal/impl                                         from crypto/internal/fips140/aes+
         crypto/internal/randutil                                     from crypto/dsa+
+        crypto/internal/sysrand                                      from crypto/internal/entropy+
         crypto/md5                                                   from crypto/tls+
         crypto/rand                                                  from crypto/ed25519+
         crypto/rc4                                                   from crypto/tls
         crypto/rsa                                                   from crypto/tls+
         crypto/sha1                                                  from crypto/tls+
         crypto/sha256                                                from crypto/tls+
+        crypto/sha3                                                  from crypto/internal/fips140hash
         crypto/sha512                                                from crypto/ecdsa+
-        crypto/subtle                                                from crypto/aes+
+        crypto/subtle                                                from crypto/cipher+
         crypto/tls                                                   from net/http+
+        crypto/tls/internal/fips140tls                               from crypto/tls
         crypto/x509                                                  from crypto/tls
    D    crypto/x509/internal/macos                                   from crypto/x509
         crypto/x509/pkix                                             from crypto/x509
-        embed                                                        from crypto/internal/nistec+
+        embed                                                        from google.golang.org/protobuf/internal/editiondefaults+
         encoding                                                     from encoding/json+
         encoding/asn1                                                from crypto/x509+
         encoding/base32                                              from github.com/go-json-experiment/json
@@ -169,23 +194,22 @@ tailscale.com/cmd/stund dependencies: (generated by github.com/tailscale/depawar
         hash/maphash                                                 from go4.org/mem
         html                                                         from net/http/pprof+
         internal/abi                                                 from crypto/x509/internal/macos+
-        internal/asan                                                from syscall
+        internal/asan                                                from syscall+
         internal/bisect                                              from internal/godebug
         internal/bytealg                                             from bytes+
-        internal/byteorder                                           from crypto/aes+
+        internal/byteorder                                           from crypto/cipher+
         internal/chacha8rand                                         from math/rand/v2+
-        internal/concurrent                                          from unique
         internal/coverage/rtcov                                      from runtime
-        internal/cpu                                                 from crypto/aes+
+        internal/cpu                                                 from crypto/internal/fips140deps/cpu+
         internal/filepathlite                                        from os+
         internal/fmtsort                                             from fmt
-        internal/goarch                                              from crypto/aes+
+        internal/goarch                                              from crypto/internal/fips140deps/cpu+
         internal/godebug                                             from crypto/tls+
         internal/godebugs                                            from internal/godebug+
-        internal/goexperiment                                        from runtime
+        internal/goexperiment                                        from runtime+
         internal/goos                                                from crypto/x509+
         internal/itoa                                                from internal/poll+
-        internal/msan                                                from syscall
+        internal/msan                                                from syscall+
         internal/nettrace                                            from net+
         internal/oserror                                             from io/fs+
         internal/poll                                                from net+
@@ -195,17 +219,20 @@ tailscale.com/cmd/stund dependencies: (generated by github.com/tailscale/depawar
         internal/reflectlite                                         from context+
         internal/runtime/atomic                                      from internal/runtime/exithook+
         internal/runtime/exithook                                    from runtime
+        internal/runtime/maps                                        from reflect+
+        internal/runtime/math                                        from internal/runtime/maps+
+        internal/runtime/sys                                         from crypto/subtle+
    L    internal/runtime/syscall                                     from runtime+
         internal/singleflight                                        from net
         internal/stringslite                                         from embed+
+        internal/sync                                                from sync+
         internal/syscall/execenv                                     from os
-  LD    internal/syscall/unix                                        from crypto/rand+
-   W    internal/syscall/windows                                     from crypto/rand+
+  LD    internal/syscall/unix                                        from crypto/internal/sysrand+
+   W    internal/syscall/windows                                     from crypto/internal/sysrand+
    W    internal/syscall/windows/registry                            from mime+
    W    internal/syscall/windows/sysdll                              from internal/syscall/windows+
         internal/testlog                                             from os
         internal/unsafeheader                                        from internal/reflectlite+
-        internal/weak                                                from unique
         io                                                           from bufio+
         io/fs                                                        from crypto/x509+
         iter                                                         from maps+
@@ -216,7 +243,7 @@ tailscale.com/cmd/stund dependencies: (generated by github.com/tailscale/depawar
         math/big                                                     from crypto/dsa+
         math/bits                                                    from compress/flate+
         math/rand                                                    from math/big+
-        math/rand/v2                                                 from internal/concurrent+
+        math/rand/v2                                                 from crypto/ecdsa+
         mime                                                         from github.com/prometheus/common/expfmt+
         mime/multipart                                               from net/http
         mime/quotedprintable                                         from mime/multipart
@@ -229,17 +256,15 @@ tailscale.com/cmd/stund dependencies: (generated by github.com/tailscale/depawar
         net/netip                                                    from go4.org/netipx+
         net/textproto                                                from golang.org/x/net/http/httpguts+
         net/url                                                      from crypto/x509+
-        os                                                           from crypto/rand+
+        os                                                           from crypto/internal/sysrand+
         os/signal                                                    from tailscale.com/cmd/stund
         path                                                         from github.com/prometheus/client_golang/prometheus/internal+
         path/filepath                                                from crypto/x509+
         reflect                                                      from crypto/x509+
         regexp                                                       from github.com/prometheus/client_golang/prometheus/internal+
         regexp/syntax                                                from regexp
-        runtime                                                      from crypto/internal/nistec+
+        runtime                                                      from crypto/internal/fips140+
         runtime/debug                                                from github.com/prometheus/client_golang/prometheus+
-        runtime/internal/math                                        from runtime
-        runtime/internal/sys                                         from runtime
         runtime/metrics                                              from github.com/prometheus/client_golang/prometheus+
         runtime/pprof                                                from net/http/pprof
         runtime/trace                                                from net/http/pprof
@@ -249,7 +274,7 @@ tailscale.com/cmd/stund dependencies: (generated by github.com/tailscale/depawar
         strings                                                      from bufio+
         sync                                                         from compress/flate+
         sync/atomic                                                  from context+
-        syscall                                                      from crypto/rand+
+        syscall                                                      from crypto/internal/sysrand+
         text/tabwriter                                               from runtime/pprof
         time                                                         from compress/gzip+
         unicode                                                      from bytes+
@@ -257,3 +282,4 @@ tailscale.com/cmd/stund dependencies: (generated by github.com/tailscale/depawar
         unicode/utf8                                                 from bufio+
         unique                                                       from net/netip
         unsafe                                                       from bytes+
+        weak                                                         from unique

cmd/tailscale/cli/file.go

@@ -28,6 +28,7 @@ import (
 	"tailscale.com/client/tailscale/apitype"
 	"tailscale.com/cmd/tailscale/cli/ffcomplete"
 	"tailscale.com/envknob"
+	"tailscale.com/ipn/ipnstate"
 	"tailscale.com/net/tsaddr"
 	"tailscale.com/syncs"
 	"tailscale.com/tailcfg"
@@ -268,46 +269,77 @@ func getTargetStableID(ctx context.Context, ipStr string) (id tailcfg.StableNode
 	if err != nil {
 		return "", false, err
 	}
-	fts, err := localClient.FileTargets(ctx)
-	if err != nil {
-		return "", false, err
-	}
-	for _, ft := range fts {
-		n := ft.Node
-		for _, a := range n.Addresses {
-			if a.Addr() != ip {
-				continue
-			}
-			isOffline = n.Online != nil && !*n.Online
-			return n.StableID, isOffline, nil
-		}
-	}
-	return "", false, fileTargetErrorDetail(ctx, ip)
-}
 
-// fileTargetErrorDetail returns a non-nil error saying why ip is an
-// invalid file sharing target.
-func fileTargetErrorDetail(ctx context.Context, ip netip.Addr) error {
-	found := false
-	if st, err := localClient.Status(ctx); err == nil && st.Self != nil {
-		for _, peer := range st.Peer {
-			for _, pip := range peer.TailscaleIPs {
-				if pip == ip {
-					found = true
-					if peer.UserID != st.Self.UserID {
-						return errors.New("owned by different user; can only send files to your own devices")
-					}
-				}
+	st, err := localClient.Status(ctx)
+	if err != nil {
+		// This likely means tailscaled is unreachable or returned an error on /localapi/v0/status.
+		return "", false, fmt.Errorf("failed to get local status: %w", err)
+	}
+	if st == nil {
+		// Handle the case if the daemon returns nil with no error.
+		return "", false, errors.New("no status available")
+	}
+	if st.Self == nil {
+		// We have a status structure, but it doesn’t include Self info. Probably not connected.
+		return "", false, errors.New("local node is not configured or missing Self information")
+	}
+
+	// Find the PeerStatus that corresponds to ip.
+	var foundPeer *ipnstate.PeerStatus
+peerLoop:
+	for _, ps := range st.Peer {
+		for _, pip := range ps.TailscaleIPs {
+			if pip == ip {
+				foundPeer = ps
+				break peerLoop
 			}
 		}
 	}
-	if found {
-		return errors.New("target seems to be running an old Tailscale version")
+
+	// If we didn’t find a matching peer at all:
+	if foundPeer == nil {
+		if !tsaddr.IsTailscaleIP(ip) {
+			return "", false, fmt.Errorf("unknown target; %v is not a Tailscale IP address", ip)
+		}
+		return "", false, errors.New("unknown target; not in your Tailnet")
 	}
-	if !tsaddr.IsTailscaleIP(ip) {
-		return fmt.Errorf("unknown target; %v is not a Tailscale IP address", ip)
+
+	// We found a peer. Decide whether we can send files to it:
+	isOffline = !foundPeer.Online
+
+	switch foundPeer.TaildropTarget {
+	case ipnstate.TaildropTargetAvailable:
+		return foundPeer.ID, isOffline, nil
+
+	case ipnstate.TaildropTargetNoNetmapAvailable:
+		return "", isOffline, errors.New("cannot send files: no netmap available on this node")
+
+	case ipnstate.TaildropTargetIpnStateNotRunning:
+		return "", isOffline, errors.New("cannot send files: local Tailscale is not connected to the tailnet")
+
+	case ipnstate.TaildropTargetMissingCap:
+		return "", isOffline, errors.New("cannot send files: missing required Taildrop capability")
+
+	case ipnstate.TaildropTargetOffline:
+		return "", isOffline, errors.New("cannot send files: peer is offline")
+
+	case ipnstate.TaildropTargetNoPeerInfo:
+		return "", isOffline, errors.New("cannot send files: invalid or unrecognized peer")
+
+	case ipnstate.TaildropTargetUnsupportedOS:
+		return "", isOffline, errors.New("cannot send files: target's OS does not support Taildrop")
+
+	case ipnstate.TaildropTargetNoPeerAPI:
+		return "", isOffline, errors.New("cannot send files: target is not advertising a file sharing API")
+
+	case ipnstate.TaildropTargetOwnedByOtherUser:
+		return "", isOffline, errors.New("cannot send files: peer is owned by a different user")
+
+	case ipnstate.TaildropTargetUnknown:
+		fallthrough
+	default:
+		return "", isOffline, fmt.Errorf("cannot send files: unknown or indeterminate reason")
 	}
-	return errors.New("unknown target; not in your Tailnet")
 }
 
 const maxSniff = 4 << 20

cmd/tailscale/cli/up.go

@@ -27,8 +27,8 @@ import (
 	"github.com/peterbourgon/ff/v3/ffcli"
 	qrcode "github.com/skip2/go-qrcode"
 	"golang.org/x/oauth2/clientcredentials"
-	"tailscale.com/client/tailscale"
 	"tailscale.com/health/healthmsg"
+	"tailscale.com/internal/client/tailscale"
 	"tailscale.com/ipn"
 	"tailscale.com/ipn/ipnstate"
 	"tailscale.com/net/netutil"
@@ -1097,12 +1097,6 @@ func exitNodeIP(p *ipn.Prefs, st *ipnstate.Status) (ip netip.Addr) {
 	return
 }
 
-func init() {
-	// Required to use our client API. We're fine with the instability since the
-	// client lives in the same repo as this code.
-	tailscale.I_Acknowledge_This_API_Is_Unstable = true
-}
-
 // resolveAuthKey either returns v unchanged (in the common case) or, if it
 // starts with "tskey-client-" (as Tailscale OAuth secrets do) parses it like
 //

cmd/tailscale/depaware.txt

@@ -93,6 +93,7 @@ tailscale.com/cmd/tailscale dependencies: (generated by github.com/tailscale/dep
         tailscale.com/health                                         from tailscale.com/net/tlsdial+
         tailscale.com/health/healthmsg                               from tailscale.com/cmd/tailscale/cli
         tailscale.com/hostinfo                                       from tailscale.com/client/web+
+        tailscale.com/internal/client/tailscale                      from tailscale.com/cmd/tailscale/cli
         tailscale.com/internal/noiseconn                             from tailscale.com/cmd/tailscale/cli
         tailscale.com/ipn                                            from tailscale.com/client/local+
         tailscale.com/ipn/ipnstate                                   from tailscale.com/client/local+
@@ -194,14 +195,13 @@ tailscale.com/cmd/tailscale dependencies: (generated by github.com/tailscale/dep
         golang.org/x/crypto/cryptobyte                               from crypto/ecdsa+
         golang.org/x/crypto/cryptobyte/asn1                          from crypto/ecdsa+
         golang.org/x/crypto/curve25519                               from golang.org/x/crypto/nacl/box+
-        golang.org/x/crypto/hkdf                                     from crypto/tls+
+        golang.org/x/crypto/hkdf                                     from tailscale.com/control/controlbase
         golang.org/x/crypto/internal/alias                           from golang.org/x/crypto/chacha20+
         golang.org/x/crypto/internal/poly1305                        from golang.org/x/crypto/chacha20poly1305+
         golang.org/x/crypto/nacl/box                                 from tailscale.com/types/key
         golang.org/x/crypto/nacl/secretbox                           from golang.org/x/crypto/nacl/box
         golang.org/x/crypto/pbkdf2                                   from software.sslmate.com/src/go-pkcs12
         golang.org/x/crypto/salsa20/salsa                            from golang.org/x/crypto/nacl/box+
-        golang.org/x/crypto/sha3                                     from crypto/internal/mlkem768+
    W    golang.org/x/exp/constraints                                 from github.com/dblohm7/wingoes/pe+
         golang.org/x/exp/maps                                        from tailscale.com/util/syspolicy/internal/metrics+
         golang.org/x/net/bpf                                         from github.com/mdlayher/netlink+
@@ -245,7 +245,7 @@ tailscale.com/cmd/tailscale dependencies: (generated by github.com/tailscale/dep
         container/list                                               from crypto/tls+
         context                                                      from crypto/tls+
         crypto                                                       from crypto/ecdh+
-        crypto/aes                                                   from crypto/ecdsa+
+        crypto/aes                                                   from crypto/internal/hpke+
         crypto/cipher                                                from crypto/aes+
         crypto/des                                                   from crypto/tls+
         crypto/dsa                                                   from crypto/x509
@@ -254,34 +254,61 @@ tailscale.com/cmd/tailscale dependencies: (generated by github.com/tailscale/dep
         crypto/ed25519                                               from crypto/tls+
         crypto/elliptic                                              from crypto/ecdsa+
         crypto/hmac                                                  from crypto/tls+
-        crypto/internal/alias                                        from crypto/aes+
-        crypto/internal/bigmod                                       from crypto/ecdsa+
         crypto/internal/boring                                       from crypto/aes+
         crypto/internal/boring/bbig                                  from crypto/ecdsa+
         crypto/internal/boring/sig                                   from crypto/internal/boring
-        crypto/internal/edwards25519                                 from crypto/ed25519
-        crypto/internal/edwards25519/field                           from crypto/ecdh+
+        crypto/internal/entropy                                      from crypto/internal/fips140/drbg
+        crypto/internal/fips140                                      from crypto/internal/fips140/aes+
+        crypto/internal/fips140/aes                                  from crypto/aes+
+        crypto/internal/fips140/aes/gcm                              from crypto/cipher+
+        crypto/internal/fips140/alias                                from crypto/cipher+
+        crypto/internal/fips140/bigmod                               from crypto/internal/fips140/ecdsa+
+        crypto/internal/fips140/check                                from crypto/internal/fips140/aes+
+        crypto/internal/fips140/drbg                                 from crypto/internal/fips140/aes/gcm+
+        crypto/internal/fips140/ecdh                                 from crypto/ecdh
+        crypto/internal/fips140/ecdsa                                from crypto/ecdsa
+        crypto/internal/fips140/ed25519                              from crypto/ed25519
+        crypto/internal/fips140/edwards25519                         from crypto/internal/fips140/ed25519
+        crypto/internal/fips140/edwards25519/field                   from crypto/ecdh+
+        crypto/internal/fips140/hkdf                                 from crypto/internal/fips140/tls13+
+        crypto/internal/fips140/hmac                                 from crypto/hmac+
+        crypto/internal/fips140/mlkem                                from crypto/tls
+        crypto/internal/fips140/nistec                               from crypto/elliptic+
+        crypto/internal/fips140/nistec/fiat                          from crypto/internal/fips140/nistec
+        crypto/internal/fips140/rsa                                  from crypto/rsa
+        crypto/internal/fips140/sha256                               from crypto/internal/fips140/check+
+        crypto/internal/fips140/sha3                                 from crypto/internal/fips140/hmac+
+        crypto/internal/fips140/sha512                               from crypto/internal/fips140/ecdsa+
+        crypto/internal/fips140/subtle                               from crypto/internal/fips140/aes+
+        crypto/internal/fips140/tls12                                from crypto/tls
+        crypto/internal/fips140/tls13                                from crypto/tls
+        crypto/internal/fips140deps/byteorder                        from crypto/internal/fips140/aes+
+        crypto/internal/fips140deps/cpu                              from crypto/internal/fips140/aes+
+        crypto/internal/fips140deps/godebug                          from crypto/internal/fips140+
+        crypto/internal/fips140hash                                  from crypto/ecdsa+
+        crypto/internal/fips140only                                  from crypto/cipher+
         crypto/internal/hpke                                         from crypto/tls
-        crypto/internal/mlkem768                                     from crypto/tls
-        crypto/internal/nistec                                       from crypto/ecdh+
-        crypto/internal/nistec/fiat                                  from crypto/internal/nistec
+        crypto/internal/impl                                         from crypto/internal/fips140/aes+
         crypto/internal/randutil                                     from crypto/dsa+
+        crypto/internal/sysrand                                      from crypto/internal/entropy+
         crypto/md5                                                   from crypto/tls+
         crypto/rand                                                  from crypto/ed25519+
         crypto/rc4                                                   from crypto/tls
         crypto/rsa                                                   from crypto/tls+
         crypto/sha1                                                  from crypto/tls+
         crypto/sha256                                                from crypto/tls+
+        crypto/sha3                                                  from crypto/internal/fips140hash
         crypto/sha512                                                from crypto/ecdsa+
-        crypto/subtle                                                from crypto/aes+
+        crypto/subtle                                                from crypto/cipher+
         crypto/tls                                                   from github.com/miekg/dns+
+        crypto/tls/internal/fips140tls                               from crypto/tls
         crypto/x509                                                  from crypto/tls+
    D    crypto/x509/internal/macos                                   from crypto/x509
         crypto/x509/pkix                                             from crypto/x509+
   DW    database/sql/driver                                          from github.com/google/uuid
    W    debug/dwarf                                                  from debug/pe
    W    debug/pe                                                     from github.com/dblohm7/wingoes/pe
-        embed                                                        from crypto/internal/nistec+
+        embed                                                        from github.com/peterbourgon/ff/v3+
         encoding                                                     from encoding/gob+
         encoding/asn1                                                from crypto/x509+
         encoding/base32                                              from github.com/fxamacker/cbor/v2+
@@ -306,23 +333,22 @@ tailscale.com/cmd/tailscale dependencies: (generated by github.com/tailscale/dep
         image/color                                                  from github.com/skip2/go-qrcode+
         image/png                                                    from github.com/skip2/go-qrcode
         internal/abi                                                 from crypto/x509/internal/macos+
-        internal/asan                                                from syscall
+        internal/asan                                                from syscall+
         internal/bisect                                              from internal/godebug
         internal/bytealg                                             from bytes+
-        internal/byteorder                                           from crypto/aes+
+        internal/byteorder                                           from crypto/cipher+
         internal/chacha8rand                                         from math/rand/v2+
-        internal/concurrent                                          from unique
         internal/coverage/rtcov                                      from runtime
-        internal/cpu                                                 from crypto/aes+
+        internal/cpu                                                 from crypto/internal/fips140deps/cpu+
         internal/filepathlite                                        from os+
         internal/fmtsort                                             from fmt+
-        internal/goarch                                              from crypto/aes+
+        internal/goarch                                              from crypto/internal/fips140deps/cpu+
         internal/godebug                                             from archive/tar+
         internal/godebugs                                            from internal/godebug+
-        internal/goexperiment                                        from runtime
+        internal/goexperiment                                        from runtime+
         internal/goos                                                from crypto/x509+
         internal/itoa                                                from internal/poll+
-        internal/msan                                                from syscall
+        internal/msan                                                from syscall+
         internal/nettrace                                            from net+
         internal/oserror                                             from io/fs+
         internal/poll                                                from net+
@@ -331,18 +357,21 @@ tailscale.com/cmd/tailscale dependencies: (generated by github.com/tailscale/dep
         internal/reflectlite                                         from context+
         internal/runtime/atomic                                      from internal/runtime/exithook+
         internal/runtime/exithook                                    from runtime
+        internal/runtime/maps                                        from reflect+
+        internal/runtime/math                                        from internal/runtime/maps+
+        internal/runtime/sys                                         from crypto/subtle+
    L    internal/runtime/syscall                                     from runtime+
         internal/saferio                                             from debug/pe+
         internal/singleflight                                        from net
         internal/stringslite                                         from embed+
+        internal/sync                                                from sync+
         internal/syscall/execenv                                     from os+
-  LD    internal/syscall/unix                                        from crypto/rand+
-   W    internal/syscall/windows                                     from crypto/rand+
+  LD    internal/syscall/unix                                        from crypto/internal/sysrand+
+   W    internal/syscall/windows                                     from crypto/internal/sysrand+
    W    internal/syscall/windows/registry                            from mime+
    W    internal/syscall/windows/sysdll                              from internal/syscall/windows+
         internal/testlog                                             from os
         internal/unsafeheader                                        from internal/reflectlite+
-        internal/weak                                                from unique
         io                                                           from archive/tar+
         io/fs                                                        from archive/tar+
         io/ioutil                                                    from github.com/mitchellh/go-ps+
@@ -368,7 +397,7 @@ tailscale.com/cmd/tailscale dependencies: (generated by github.com/tailscale/dep
         net/netip                                                    from go4.org/netipx+
         net/textproto                                                from golang.org/x/net/http/httpguts+
         net/url                                                      from crypto/x509+
-        os                                                           from crypto/rand+
+        os                                                           from crypto/internal/sysrand+
         os/exec                                                      from github.com/coreos/go-iptables/iptables+
         os/signal                                                    from tailscale.com/cmd/tailscale/cli
         os/user                                                      from archive/tar+
@@ -379,8 +408,6 @@ tailscale.com/cmd/tailscale dependencies: (generated by github.com/tailscale/dep
         regexp/syntax                                                from regexp
         runtime                                                      from archive/tar+
         runtime/debug                                                from tailscale.com+
-        runtime/internal/math                                        from runtime
-        runtime/internal/sys                                         from runtime
         slices                                                       from tailscale.com/client/web+
         sort                                                         from compress/flate+
         strconv                                                      from archive/tar+
@@ -397,3 +424,4 @@ tailscale.com/cmd/tailscale dependencies: (generated by github.com/tailscale/dep
         unicode/utf8                                                 from bufio+
         unique                                                       from net/netip
         unsafe                                                       from bytes+
+        weak                                                         from unique

cmd/tailscaled/depaware.txt

@@ -81,7 +81,6 @@ tailscale.com/cmd/tailscaled dependencies: (generated by github.com/tailscale/de
    L    github.com/aws/smithy-go/transport/http                      from github.com/aws/aws-sdk-go-v2/aws/middleware+
    L    github.com/aws/smithy-go/transport/http/internal/io          from github.com/aws/smithy-go/transport/http
    L    github.com/aws/smithy-go/waiter                              from github.com/aws/aws-sdk-go-v2/service/ssm
-        github.com/bits-and-blooms/bitset                            from github.com/gaissmai/bart
    L    github.com/coreos/go-iptables/iptables                       from tailscale.com/util/linuxfw
   LD 💣 github.com/creack/pty                                        from tailscale.com/ssh/tailssh
    W 💣 github.com/dblohm7/wingoes                                   from github.com/dblohm7/wingoes/com+
@@ -93,6 +92,8 @@ tailscale.com/cmd/tailscaled dependencies: (generated by github.com/tailscale/de
      💣 github.com/djherbis/times                                    from tailscale.com/drive/driveimpl
         github.com/fxamacker/cbor/v2                                 from tailscale.com/tka
         github.com/gaissmai/bart                                     from tailscale.com/net/tstun+
+        github.com/gaissmai/bart/internal/bitset                     from github.com/gaissmai/bart+
+        github.com/gaissmai/bart/internal/sparse                     from github.com/gaissmai/bart
         github.com/go-json-experiment/json                           from tailscale.com/types/opt+
         github.com/go-json-experiment/json/internal                  from github.com/go-json-experiment/json/internal/jsonflags+
         github.com/go-json-experiment/json/internal/jsonflags        from github.com/go-json-experiment/json/internal/jsonopts+
@@ -270,7 +271,9 @@ tailscale.com/cmd/tailscaled dependencies: (generated by github.com/tailscale/de
         tailscale.com/hostinfo                                       from tailscale.com/client/web+
         tailscale.com/internal/noiseconn                             from tailscale.com/control/controlclient
         tailscale.com/ipn                                            from tailscale.com/client/local+
+        tailscale.com/ipn/auditlog                                   from tailscale.com/ipn/ipnlocal+
         tailscale.com/ipn/conffile                                   from tailscale.com/cmd/tailscaled+
+     💣 tailscale.com/ipn/desktop                                    from tailscale.com/cmd/tailscaled+
      💣 tailscale.com/ipn/ipnauth                                    from tailscale.com/ipn/ipnlocal+
         tailscale.com/ipn/ipnlocal                                   from tailscale.com/cmd/tailscaled+
         tailscale.com/ipn/ipnserver                                  from tailscale.com/cmd/tailscaled
@@ -447,14 +450,13 @@ tailscale.com/cmd/tailscaled dependencies: (generated by github.com/tailscale/de
         golang.org/x/crypto/cryptobyte                               from crypto/ecdsa+
         golang.org/x/crypto/cryptobyte/asn1                          from crypto/ecdsa+
         golang.org/x/crypto/curve25519                               from golang.org/x/crypto/ssh+
-        golang.org/x/crypto/hkdf                                     from crypto/tls+
+        golang.org/x/crypto/hkdf                                     from tailscale.com/control/controlbase
         golang.org/x/crypto/internal/alias                           from golang.org/x/crypto/chacha20+
         golang.org/x/crypto/internal/poly1305                        from golang.org/x/crypto/chacha20poly1305+
         golang.org/x/crypto/nacl/box                                 from tailscale.com/types/key
         golang.org/x/crypto/nacl/secretbox                           from golang.org/x/crypto/nacl/box
         golang.org/x/crypto/poly1305                                 from github.com/tailscale/wireguard-go/device
         golang.org/x/crypto/salsa20/salsa                            from golang.org/x/crypto/nacl/box+
-        golang.org/x/crypto/sha3                                     from crypto/internal/mlkem768+
   LD    golang.org/x/crypto/ssh                                      from github.com/pkg/sftp+
   LD    golang.org/x/crypto/ssh/internal/bcrypt_pbkdf                from golang.org/x/crypto/ssh
         golang.org/x/exp/constraints                                 from github.com/dblohm7/wingoes/pe+
@@ -502,7 +504,7 @@ tailscale.com/cmd/tailscaled dependencies: (generated by github.com/tailscale/de
         container/list                                               from crypto/tls+
         context                                                      from crypto/tls+
         crypto                                                       from crypto/ecdh+
-        crypto/aes                                                   from crypto/ecdsa+
+        crypto/aes                                                   from crypto/internal/hpke+
         crypto/cipher                                                from crypto/aes+
         crypto/des                                                   from crypto/tls+
         crypto/dsa                                                   from crypto/x509+
@@ -511,34 +513,61 @@ tailscale.com/cmd/tailscaled dependencies: (generated by github.com/tailscale/de
         crypto/ed25519                                               from crypto/tls+
         crypto/elliptic                                              from crypto/ecdsa+
         crypto/hmac                                                  from crypto/tls+
-        crypto/internal/alias                                        from crypto/aes+
-        crypto/internal/bigmod                                       from crypto/ecdsa+
         crypto/internal/boring                                       from crypto/aes+
         crypto/internal/boring/bbig                                  from crypto/ecdsa+
         crypto/internal/boring/sig                                   from crypto/internal/boring
-        crypto/internal/edwards25519                                 from crypto/ed25519
-        crypto/internal/edwards25519/field                           from crypto/ecdh+
+        crypto/internal/entropy                                      from crypto/internal/fips140/drbg
+        crypto/internal/fips140                                      from crypto/internal/fips140/aes+
+        crypto/internal/fips140/aes                                  from crypto/aes+
+        crypto/internal/fips140/aes/gcm                              from crypto/cipher+
+        crypto/internal/fips140/alias                                from crypto/cipher+
+        crypto/internal/fips140/bigmod                               from crypto/internal/fips140/ecdsa+
+        crypto/internal/fips140/check                                from crypto/internal/fips140/aes+
+        crypto/internal/fips140/drbg                                 from crypto/internal/fips140/aes/gcm+
+        crypto/internal/fips140/ecdh                                 from crypto/ecdh
+        crypto/internal/fips140/ecdsa                                from crypto/ecdsa
+        crypto/internal/fips140/ed25519                              from crypto/ed25519
+        crypto/internal/fips140/edwards25519                         from crypto/internal/fips140/ed25519
+        crypto/internal/fips140/edwards25519/field                   from crypto/ecdh+
+        crypto/internal/fips140/hkdf                                 from crypto/internal/fips140/tls13+
+        crypto/internal/fips140/hmac                                 from crypto/hmac+
+        crypto/internal/fips140/mlkem                                from crypto/tls
+        crypto/internal/fips140/nistec                               from crypto/elliptic+
+        crypto/internal/fips140/nistec/fiat                          from crypto/internal/fips140/nistec
+        crypto/internal/fips140/rsa                                  from crypto/rsa
+        crypto/internal/fips140/sha256                               from crypto/internal/fips140/check+
+        crypto/internal/fips140/sha3                                 from crypto/internal/fips140/hmac+
+        crypto/internal/fips140/sha512                               from crypto/internal/fips140/ecdsa+
+        crypto/internal/fips140/subtle                               from crypto/internal/fips140/aes+
+        crypto/internal/fips140/tls12                                from crypto/tls
+        crypto/internal/fips140/tls13                                from crypto/tls
+        crypto/internal/fips140deps/byteorder                        from crypto/internal/fips140/aes+
+        crypto/internal/fips140deps/cpu                              from crypto/internal/fips140/aes+
+        crypto/internal/fips140deps/godebug                          from crypto/internal/fips140+
+        crypto/internal/fips140hash                                  from crypto/ecdsa+
+        crypto/internal/fips140only                                  from crypto/cipher+
         crypto/internal/hpke                                         from crypto/tls
-        crypto/internal/mlkem768                                     from crypto/tls
-        crypto/internal/nistec                                       from crypto/ecdh+
-        crypto/internal/nistec/fiat                                  from crypto/internal/nistec
+        crypto/internal/impl                                         from crypto/internal/fips140/aes+
         crypto/internal/randutil                                     from crypto/dsa+
+        crypto/internal/sysrand                                      from crypto/internal/entropy+
         crypto/md5                                                   from crypto/tls+
         crypto/rand                                                  from crypto/ed25519+
         crypto/rc4                                                   from crypto/tls+
         crypto/rsa                                                   from crypto/tls+
         crypto/sha1                                                  from crypto/tls+
         crypto/sha256                                                from crypto/tls+
+        crypto/sha3                                                  from crypto/internal/fips140hash
         crypto/sha512                                                from crypto/ecdsa+
-        crypto/subtle                                                from crypto/aes+
+        crypto/subtle                                                from crypto/cipher+
         crypto/tls                                                   from github.com/aws/aws-sdk-go-v2/aws/transport/http+
+        crypto/tls/internal/fips140tls                               from crypto/tls
         crypto/x509                                                  from crypto/tls+
    D    crypto/x509/internal/macos                                   from crypto/x509
         crypto/x509/pkix                                             from crypto/x509+
   DW    database/sql/driver                                          from github.com/google/uuid
    W    debug/dwarf                                                  from debug/pe
    W    debug/pe                                                     from github.com/dblohm7/wingoes/pe
-        embed                                                        from crypto/internal/nistec+
+        embed                                                        from github.com/tailscale/web-client-prebuilt+
         encoding                                                     from encoding/gob+
         encoding/asn1                                                from crypto/x509+
         encoding/base32                                              from github.com/fxamacker/cbor/v2+
@@ -560,23 +589,22 @@ tailscale.com/cmd/tailscaled dependencies: (generated by github.com/tailscale/de
         html                                                         from html/template+
         html/template                                                from github.com/gorilla/csrf
         internal/abi                                                 from crypto/x509/internal/macos+
-        internal/asan                                                from syscall
+        internal/asan                                                from syscall+
         internal/bisect                                              from internal/godebug
         internal/bytealg                                             from bytes+
-        internal/byteorder                                           from crypto/aes+
+        internal/byteorder                                           from crypto/cipher+
         internal/chacha8rand                                         from math/rand/v2+
-        internal/concurrent                                          from unique
         internal/coverage/rtcov                                      from runtime
-        internal/cpu                                                 from crypto/aes+
+        internal/cpu                                                 from crypto/internal/fips140deps/cpu+
         internal/filepathlite                                        from os+
         internal/fmtsort                                             from fmt+
-        internal/goarch                                              from crypto/aes+
+        internal/goarch                                              from crypto/internal/fips140deps/cpu+
         internal/godebug                                             from archive/tar+
         internal/godebugs                                            from internal/godebug+
-        internal/goexperiment                                        from runtime
+        internal/goexperiment                                        from runtime+
         internal/goos                                                from crypto/x509+
         internal/itoa                                                from internal/poll+
-        internal/msan                                                from syscall
+        internal/msan                                                from syscall+
         internal/nettrace                                            from net+
         internal/oserror                                             from io/fs+
         internal/poll                                                from net+
@@ -586,18 +614,21 @@ tailscale.com/cmd/tailscaled dependencies: (generated by github.com/tailscale/de
         internal/reflectlite                                         from context+
         internal/runtime/atomic                                      from internal/runtime/exithook+
         internal/runtime/exithook                                    from runtime
+        internal/runtime/maps                                        from reflect+
+        internal/runtime/math                                        from internal/runtime/maps+
+        internal/runtime/sys                                         from crypto/subtle+
    L    internal/runtime/syscall                                     from runtime+
         internal/saferio                                             from debug/pe+
         internal/singleflight                                        from net
         internal/stringslite                                         from embed+
+        internal/sync                                                from sync+
         internal/syscall/execenv                                     from os+
-  LD    internal/syscall/unix                                        from crypto/rand+
-   W    internal/syscall/windows                                     from crypto/rand+
+  LD    internal/syscall/unix                                        from crypto/internal/sysrand+
+   W    internal/syscall/windows                                     from crypto/internal/sysrand+
    W    internal/syscall/windows/registry                            from mime+
    W    internal/syscall/windows/sysdll                              from internal/syscall/windows+
         internal/testlog                                             from os
         internal/unsafeheader                                        from internal/reflectlite+
-        internal/weak                                                from unique
         io                                                           from archive/tar+
         io/fs                                                        from archive/tar+
         io/ioutil                                                    from github.com/aws/aws-sdk-go-v2/aws/protocol/query+
@@ -624,7 +655,7 @@ tailscale.com/cmd/tailscaled dependencies: (generated by github.com/tailscale/de
         net/netip                                                    from github.com/tailscale/wireguard-go/conn+
         net/textproto                                                from github.com/aws/aws-sdk-go-v2/aws/signer/v4+
         net/url                                                      from crypto/x509+
-        os                                                           from crypto/rand+
+        os                                                           from crypto/internal/sysrand+
         os/exec                                                      from github.com/aws/aws-sdk-go-v2/credentials/processcreds+
         os/signal                                                    from tailscale.com/cmd/tailscaled
         os/user                                                      from archive/tar+
@@ -635,8 +666,6 @@ tailscale.com/cmd/tailscaled dependencies: (generated by github.com/tailscale/de
         regexp/syntax                                                from regexp
         runtime                                                      from archive/tar+
         runtime/debug                                                from github.com/aws/aws-sdk-go-v2/internal/sync/singleflight+
-        runtime/internal/math                                        from runtime
-        runtime/internal/sys                                         from runtime
         runtime/pprof                                                from net/http/pprof+
         runtime/trace                                                from net/http/pprof
         slices                                                       from tailscale.com/appc+
@@ -655,3 +684,4 @@ tailscale.com/cmd/tailscaled dependencies: (generated by github.com/tailscale/de
         unicode/utf8                                                 from bufio+
         unique                                                       from net/netip
         unsafe                                                       from bytes+
+        weak                                                         from unique

cmd/tailscaled/tailscaled_windows.go

@@ -44,6 +44,7 @@ import (
 	"golang.zx2c4.com/wireguard/windows/tunnel/winipcfg"
 	"tailscale.com/drive/driveimpl"
 	"tailscale.com/envknob"
+	"tailscale.com/ipn/desktop"
 	"tailscale.com/logpolicy"
 	"tailscale.com/logtail/backoff"
 	"tailscale.com/net/dns"
@@ -335,6 +336,13 @@ func beWindowsSubprocess() bool {
 
 	sys.Set(driveimpl.NewFileSystemForRemote(log.Printf))
 
+	if sessionManager, err := desktop.NewSessionManager(log.Printf); err == nil {
+		sys.Set(sessionManager)
+	} else {
+		// Errors creating the session manager are unexpected, but not fatal.
+		log.Printf("[unexpected]: error creating a desktop session manager: %v", err)
+	}
+
 	publicLogID, _ := logid.ParsePublicID(logID)
 	err = startIPNServer(ctx, log.Printf, publicLogID, sys)
 	if err != nil {

cmd/testwrapper/flakytest/flakytest.go

@@ -9,8 +9,12 @@ package flakytest
 import (
 	"fmt"
 	"os"
+	"path"
 	"regexp"
+	"sync"
 	"testing"
+
+	"tailscale.com/util/mak"
 )
 
 // FlakyTestLogMessage is a sentinel value that is printed to stderr when a
@@ -25,6 +29,11 @@ const FlakeAttemptEnv = "TS_TESTWRAPPER_ATTEMPT"
 
 var issueRegexp = regexp.MustCompile(`\Ahttps://github\.com/tailscale/[a-zA-Z0-9_.-]+/issues/\d+\z`)
 
+var (
+	rootFlakesMu sync.Mutex
+	rootFlakes   map[string]bool
+)
+
 // Mark sets the current test as a flaky test, such that if it fails, it will
 // be retried a few times on failure. issue must be a GitHub issue that tracks
 // the status of the flaky test being marked, of the format:
@@ -41,4 +50,24 @@ func Mark(t testing.TB, issue string) {
 		fmt.Fprintf(os.Stderr, "%s: %s\n", FlakyTestLogMessage, issue)
 	}
 	t.Logf("flakytest: issue tracking this flaky test: %s", issue)
+
+	// Record the root test name as flakey.
+	rootFlakesMu.Lock()
+	defer rootFlakesMu.Unlock()
+	mak.Set(&rootFlakes, t.Name(), true)
+}
+
+// Marked reports whether the current test or one of its parents was marked flaky.
+func Marked(t testing.TB) bool {
+	n := t.Name()
+	for {
+		if rootFlakes[n] {
+			return true
+		}
+		n = path.Dir(n)
+		if n == "." || n == "/" {
+			break
+		}
+	}
+	return false
 }

cmd/testwrapper/flakytest/flakytest_test.go

@@ -41,3 +41,49 @@ func TestFlakeRun(t *testing.T) {
 		t.Fatal("First run in testwrapper, failing so that test is retried. This is expected.")
 	}
 }
+
+func TestMarked_Root(t *testing.T) {
+	Mark(t, "https://github.com/tailscale/tailscale/issues/0")
+
+	t.Run("child", func(t *testing.T) {
+		t.Run("grandchild", func(t *testing.T) {
+			if got, want := Marked(t), true; got != want {
+				t.Fatalf("Marked(t) = %t, want %t", got, want)
+			}
+		})
+
+		if got, want := Marked(t), true; got != want {
+			t.Fatalf("Marked(t) = %t, want %t", got, want)
+		}
+	})
+
+	if got, want := Marked(t), true; got != want {
+		t.Fatalf("Marked(t) = %t, want %t", got, want)
+	}
+}
+
+func TestMarked_Subtest(t *testing.T) {
+	t.Run("flaky", func(t *testing.T) {
+		Mark(t, "https://github.com/tailscale/tailscale/issues/0")
+
+		t.Run("child", func(t *testing.T) {
+			t.Run("grandchild", func(t *testing.T) {
+				if got, want := Marked(t), true; got != want {
+					t.Fatalf("Marked(t) = %t, want %t", got, want)
+				}
+			})
+
+			if got, want := Marked(t), true; got != want {
+				t.Fatalf("Marked(t) = %t, want %t", got, want)
+			}
+		})
+
+		if got, want := Marked(t), true; got != want {
+			t.Fatalf("Marked(t) = %t, want %t", got, want)
+		}
+	})
+
+	if got, want := Marked(t), false; got != want {
+		t.Fatalf("Marked(t) = %t, want %t", got, want)
+	}
+}

cmd/testwrapper/testwrapper.go

@@ -10,6 +10,7 @@ package main
 import (
 	"bufio"
 	"bytes"
+	"cmp"
 	"context"
 	"encoding/json"
 	"errors"
@@ -22,13 +23,7 @@ import (
 	"sort"
 	"strings"
 	"time"
-	"unicode"
 
-	"github.com/dave/courtney/scanner"
-	"github.com/dave/courtney/shared"
-	"github.com/dave/courtney/tester"
-	"github.com/dave/patsy"
-	"github.com/dave/patsy/vos"
 	"tailscale.com/cmd/testwrapper/flakytest"
 	"tailscale.com/util/slicesx"
 )
@@ -65,11 +60,12 @@ type packageTests struct {
 }
 
 type goTestOutput struct {
-	Time    time.Time
-	Action  string
-	Package string
-	Test    string
-	Output  string
+	Time       time.Time
+	Action     string
+	ImportPath string
+	Package    string
+	Test       string
+	Output     string
 }
 
 var debug = os.Getenv("TS_TESTWRAPPER_DEBUG") != ""
@@ -117,45 +113,54 @@ func runTests(ctx context.Context, attempt int, pt *packageTests, goTestArgs, te
 	for s.Scan() {
 		var goOutput goTestOutput
 		if err := json.Unmarshal(s.Bytes(), &goOutput); err != nil {
-			if errors.Is(err, io.EOF) || errors.Is(err, os.ErrClosed) {
-				break
-			}
-
-			// `go test -json` outputs invalid JSON when a build fails.
-			// In that case, discard the the output and start reading again.
-			// The build error will be printed to stderr.
-			// See: https://github.com/golang/go/issues/35169
-			if _, ok := err.(*json.SyntaxError); ok {
-				fmt.Println(s.Text())
-				continue
-			}
-			panic(err)
+			return fmt.Errorf("failed to parse go test output %q: %w", s.Bytes(), err)
 		}
-		pkg := goOutput.Package
+		pkg := cmp.Or(
+			goOutput.Package,
+			"build:"+goOutput.ImportPath, // can be "./cmd" while Package is "tailscale.com/cmd" so use separate namespace
+		)
 		pkgTests := resultMap[pkg]
 		if pkgTests == nil {
-			pkgTests = make(map[string]*testAttempt)
+			pkgTests = map[string]*testAttempt{
+				"": {}, // Used for start time and build logs.
+			}
 			resultMap[pkg] = pkgTests
 		}
 		if goOutput.Test == "" {
 			switch goOutput.Action {
 			case "start":
-				pkgTests[""] = &testAttempt{start: goOutput.Time}
-			case "fail", "pass", "skip":
+				pkgTests[""].start = goOutput.Time
+			case "build-output":
+				pkgTests[""].logs.WriteString(goOutput.Output)
+			case "build-fail", "fail", "pass", "skip":
 				for _, test := range pkgTests {
 					if test.testName != "" && test.outcome == "" {
 						test.outcome = "fail"
 						ch <- test
 					}
 				}
+				outcome := goOutput.Action
+				if outcome == "build-fail" {
+					outcome = "fail"
+				}
+				pkgTests[""].logs.WriteString(goOutput.Output)
 				ch <- &testAttempt{
 					pkg:         goOutput.Package,
-					outcome:     goOutput.Action,
+					outcome:     outcome,
 					start:       pkgTests[""].start,
 					end:         goOutput.Time,
+					logs:        pkgTests[""].logs,
 					pkgFinished: true,
 				}
+			case "output":
+				// Capture all output from the package except for the final
+				// "FAIL    tailscale.io/control    0.684s" line, as
+				// printPkgOutcome will output a similar line
+				if !strings.HasPrefix(goOutput.Output, fmt.Sprintf("FAIL\t%s\t", goOutput.Package)) {
+					pkgTests[""].logs.WriteString(goOutput.Output)
+				}
 			}
+
 			continue
 		}
 		testName := goOutput.Test
@@ -221,6 +226,9 @@ func main() {
 	}
 	toRun := []*nextRun{firstRun}
 	printPkgOutcome := func(pkg, outcome string, attempt int, runtime time.Duration) {
+		if pkg == "" {
+			return // We reach this path on a build error.
+		}
 		if outcome == "skip" {
 			fmt.Printf("?\t%s [skipped/no tests] \n", pkg)
 			return
@@ -238,30 +246,6 @@ func main() {
 		fmt.Printf("%s\t%s\t%.3fs\n", outcome, pkg, runtime.Seconds())
 	}
 
-	// Check for -coverprofile argument and filter it out
-	combinedCoverageFilename := ""
-	filteredGoTestArgs := make([]string, 0, len(goTestArgs))
-	preceededByCoverProfile := false
-	for _, arg := range goTestArgs {
-		if arg == "-coverprofile" {
-			preceededByCoverProfile = true
-		} else if preceededByCoverProfile {
-			combinedCoverageFilename = strings.TrimSpace(arg)
-			preceededByCoverProfile = false
-		} else {
-			filteredGoTestArgs = append(filteredGoTestArgs, arg)
-		}
-	}
-	goTestArgs = filteredGoTestArgs
-
-	runningWithCoverage := combinedCoverageFilename != ""
-	if runningWithCoverage {
-		fmt.Printf("Will log coverage to %v\n", combinedCoverageFilename)
-	}
-
-	// Keep track of all test coverage files. With each retry, we'll end up
-	// with additional coverage files that will be combined when we finish.
-	coverageFiles := make([]string, 0)
 	for len(toRun) > 0 {
 		var thisRun *nextRun
 		thisRun, toRun = toRun[0], toRun[1:]
@@ -275,27 +259,14 @@ func main() {
 			fmt.Printf("\n\nAttempt #%d: Retrying flaky tests:\n\nflakytest failures JSON: %s\n\n", thisRun.attempt, j)
 		}
 
-		goTestArgsWithCoverage := testArgs
-		if runningWithCoverage {
-			coverageFile := fmt.Sprintf("/tmp/coverage_%d.out", thisRun.attempt)
-			coverageFiles = append(coverageFiles, coverageFile)
-			goTestArgsWithCoverage = make([]string, len(goTestArgs), len(goTestArgs)+2)
-			copy(goTestArgsWithCoverage, goTestArgs)
-			goTestArgsWithCoverage = append(
-				goTestArgsWithCoverage,
-				fmt.Sprintf("-coverprofile=%v", coverageFile),
-				"-covermode=set",
-				"-coverpkg=./...",
-			)
-		}
-
+		fatalFailures := make(map[string]struct{}) // pkg.Test key
 		toRetry := make(map[string][]*testAttempt) // pkg -> tests to retry
 		for _, pt := range thisRun.tests {
 			ch := make(chan *testAttempt)
 			runErr := make(chan error, 1)
 			go func() {
 				defer close(runErr)
-				runErr <- runTests(ctx, thisRun.attempt, pt, goTestArgsWithCoverage, testArgs, ch)
+				runErr <- runTests(ctx, thisRun.attempt, pt, goTestArgs, testArgs, ch)
 			}()
 
 			var failed bool
@@ -314,6 +285,11 @@ func main() {
 						// when a package times out.
 						failed = true
 					}
+					if testingVerbose || tr.outcome == "fail" {
+						// Output package-level output which is where e.g.
+						// panics outside tests will be printed
+						io.Copy(os.Stdout, &tr.logs)
+					}
 					printPkgOutcome(tr.pkg, tr.outcome, thisRun.attempt, tr.end.Sub(tr.start))
 					continue
 				}
@@ -326,11 +302,24 @@ func main() {
 				if tr.isMarkedFlaky {
 					toRetry[tr.pkg] = append(toRetry[tr.pkg], tr)
 				} else {
+					fatalFailures[tr.pkg+"."+tr.testName] = struct{}{}
 					failed = true
 				}
 			}
 			if failed {
 				fmt.Println("\n\nNot retrying flaky tests because non-flaky tests failed.")
+
+				// Print the list of non-flakytest failures.
+				// We will later analyze the retried GitHub Action runs to see
+				// if non-flakytest failures succeeded upon retry. This will
+				// highlight tests which are flaky but not yet flagged as such.
+				if len(fatalFailures) > 0 {
+					tests := slicesx.MapKeys(fatalFailures)
+					sort.Strings(tests)
+					j, _ := json.Marshal(tests)
+					fmt.Printf("non-flakytest failures: %s\n", j)
+				}
+				fmt.Println()
 				os.Exit(1)
 			}
 
@@ -372,107 +361,4 @@ func main() {
 		}
 		toRun = append(toRun, nextRun)
 	}
-
-	if runningWithCoverage {
-		intermediateCoverageFilename := "/tmp/coverage.out_intermediate"
-		if err := combineCoverageFiles(intermediateCoverageFilename, coverageFiles); err != nil {
-			fmt.Printf("error combining coverage files: %v\n", err)
-			os.Exit(2)
-		}
-
-		if err := processCoverageWithCourtney(intermediateCoverageFilename, combinedCoverageFilename, testArgs); err != nil {
-			fmt.Printf("error processing coverage with courtney: %v\n", err)
-			os.Exit(3)
-		}
-
-		fmt.Printf("Wrote combined coverage to %v\n", combinedCoverageFilename)
-	}
-}
-
-func combineCoverageFiles(intermediateCoverageFilename string, coverageFiles []string) error {
-	combinedCoverageFile, err := os.OpenFile(intermediateCoverageFilename, os.O_CREATE|os.O_WRONLY|os.O_TRUNC, 0644)
-	if err != nil {
-		return fmt.Errorf("create /tmp/coverage.out: %w", err)
-	}
-	defer combinedCoverageFile.Close()
-	w := bufio.NewWriter(combinedCoverageFile)
-	defer w.Flush()
-
-	for fileNumber, coverageFile := range coverageFiles {
-		f, err := os.Open(coverageFile)
-		if err != nil {
-			return fmt.Errorf("open %v: %w", coverageFile, err)
-		}
-		defer f.Close()
-		in := bufio.NewReader(f)
-		line := 0
-		for {
-			r, _, err := in.ReadRune()
-			if err != nil {
-				if err != io.EOF {
-					return fmt.Errorf("read %v: %w", coverageFile, err)
-				}
-				break
-			}
-
-			// On all but the first coverage file, skip the coverage file header
-			if fileNumber > 0 && line == 0 {
-				continue
-			}
-			if r == '\n' {
-				line++
-			}
-
-			// filter for only printable characters because coverage file sometimes includes junk on 2nd line
-			if unicode.IsPrint(r) || r == '\n' {
-				if _, err := w.WriteRune(r); err != nil {
-					return fmt.Errorf("write %v: %w", combinedCoverageFile.Name(), err)
-				}
-			}
-		}
-	}
-
-	return nil
-}
-
-// processCoverageWithCourtney post-processes code coverage to exclude less
-// meaningful sections like 'if err != nil { return err}', as well as
-// anything marked with a '// notest' comment.
-//
-// instead of running the courtney as a separate program, this embeds
-// courtney for easier integration.
-func processCoverageWithCourtney(intermediateCoverageFilename, combinedCoverageFilename string, testArgs []string) error {
-	env := vos.Os()
-
-	setup := &shared.Setup{
-		Env:      vos.Os(),
-		Paths:    patsy.NewCache(env),
-		TestArgs: testArgs,
-		Load:     intermediateCoverageFilename,
-		Output:   combinedCoverageFilename,
-	}
-	if err := setup.Parse(testArgs); err != nil {
-		return fmt.Errorf("parse args: %w", err)
-	}
-
-	s := scanner.New(setup)
-	if err := s.LoadProgram(); err != nil {
-		return fmt.Errorf("load program: %w", err)
-	}
-	if err := s.ScanPackages(); err != nil {
-		return fmt.Errorf("scan packages: %w", err)
-	}
-
-	t := tester.New(setup)
-	if err := t.Load(); err != nil {
-		return fmt.Errorf("load: %w", err)
-	}
-	if err := t.ProcessExcludes(s.Excludes); err != nil {
-		return fmt.Errorf("process excludes: %w", err)
-	}
-	if err := t.Save(); err != nil {
-		return fmt.Errorf("save: %w", err)
-	}
-
-	return nil
 }

cmd/testwrapper/testwrapper_test.go

@@ -11,6 +11,7 @@ import (
 	"os/exec"
 	"path/filepath"
 	"regexp"
+	"strings"
 	"sync"
 	"testing"
 )
@@ -154,24 +155,24 @@ func TestBuildError(t *testing.T) {
 		t.Fatalf("writing package: %s", err)
 	}
 
-	buildErr := []byte("builderror_test.go:3:1: expected declaration, found derp\nFAIL	command-line-arguments [setup failed]")
+	wantErr := "builderror_test.go:3:1: expected declaration, found derp\nFAIL"
 
 	// Confirm `go test` exits with code 1.
 	goOut, err := exec.Command("go", "test", testfile).CombinedOutput()
 	if code, ok := errExitCode(err); !ok || code != 1 {
-		t.Fatalf("go test %s: expected error with exit code 0 but got: %v", testfile, err)
+		t.Fatalf("go test %s: got exit code %d, want 1 (err: %v)", testfile, code, err)
 	}
-	if !bytes.Contains(goOut, buildErr) {
-		t.Fatalf("go test %s: expected build error containing %q but got:\n%s", testfile, buildErr, goOut)
+	if !strings.Contains(string(goOut), wantErr) {
+		t.Fatalf("go test %s: got output %q, want output containing %q", testfile, goOut, wantErr)
 	}
 
 	// Confirm `testwrapper` exits with code 1.
 	twOut, err := cmdTestwrapper(t, testfile).CombinedOutput()
 	if code, ok := errExitCode(err); !ok || code != 1 {
-		t.Fatalf("testwrapper %s: expected error with exit code 0 but got: %v", testfile, err)
+		t.Fatalf("testwrapper %s: got exit code %d, want 1 (err: %v)", testfile, code, err)
 	}
-	if !bytes.Contains(twOut, buildErr) {
-		t.Fatalf("testwrapper %s: expected build error containing %q but got:\n%s", testfile, buildErr, twOut)
+	if !strings.Contains(string(twOut), wantErr) {
+		t.Fatalf("testwrapper %s: got output %q, want output containing %q", testfile, twOut, wantErr)
 	}
 
 	if testing.Verbose() {

cmd/tsconnect/common.go

@@ -176,6 +176,10 @@ func runEsbuild(buildOptions esbuild.BuildOptions) esbuild.BuildResult {
 // wasm_exec.js runtime helper library from the Go toolchain.
 func setupEsbuildWasmExecJS(build esbuild.PluginBuild) {
 	wasmExecSrcPath := filepath.Join(runtime.GOROOT(), "misc", "wasm", "wasm_exec.js")
+	if _, err := os.Stat(wasmExecSrcPath); os.IsNotExist(err) {
+		// Go 1.24+ location:
+		wasmExecSrcPath = filepath.Join(runtime.GOROOT(), "lib", "wasm", "wasm_exec.js")
+	}
 	build.OnResolve(esbuild.OnResolveOptions{
 		Filter: "./wasm_exec$",
 	}, func(args esbuild.OnResolveArgs) (esbuild.OnResolveResult, error) {

cmd/tsidp/Dockerfile

@@ -0,0 +1,41 @@
+# Build stage
+FROM golang:alpine AS builder
+
+# Install build dependencies
+RUN apk add --no-cache git
+
+# Set working directory
+WORKDIR /src
+
+# Copy only go.mod and go.sum first to leverage Docker caching
+COPY go.mod go.sum ./
+RUN go mod download
+
+# Copy the entire repository
+COPY . .
+
+# Build the tsidp binary
+RUN go build -o /bin/tsidp ./cmd/tsidp
+
+# Final stage
+FROM alpine:latest
+
+# Create necessary directories
+RUN mkdir -p /var/lib/tsidp
+
+# Copy binary from builder stage
+COPY --from=builder /bin/tsidp /app/tsidp
+
+# Set working directory
+WORKDIR /app
+
+# Environment variables
+ENV TAILSCALE_USE_WIP_CODE=1 \
+    TS_HOSTNAME=tsidp \
+    TS_STATE_DIR=/var/lib/tsidp
+
+# Expose the default port
+EXPOSE 443
+
+# Run the application
+ENTRYPOINT ["/app/tsidp"]

cmd/tsidp/README.md

@@ -0,0 +1,100 @@
+# `tsidp` - Tailscale OpenID Connect (OIDC) Identity Provider
+
+[![status: experimental](https://img.shields.io/badge/status-experimental-blue)](https://tailscale.com/kb/1167/release-stages/#experimental)
+
+`tsidp` is an OIDC Identity Provider (IdP) server that integrates with your Tailscale network. It allows you to use Tailscale identities for authentication in applications that support OpenID Connect, enabling single sign-on (SSO) capabilities within your tailnet.
+
+## Prerequisites
+
+- A Tailscale network (tailnet) with magicDNS and HTTPS enabled
+- A Tailscale authentication key from your tailnet
+- Docker installed on your system
+
+## Installation using Docker
+
+1. **Build the Docker Image**
+
+   The Dockerfile uses a multi-stage build process to:
+   - Build the `tsidp` binary from source
+   - Create a minimal Alpine-based image with just the necessary components
+
+   ```bash
+   # Clone the Tailscale repository
+   git clone https://github.com/tailscale/tailscale.git
+   cd tailscale
+   ```
+
+   ```bash
+   # Build the Docker image
+   docker build -t tsidp:latest -f cmd/tsidp/Dockerfile .
+   ```
+
+2. **Run the Container**
+
+   Replace `YOUR_TAILSCALE_AUTHKEY` with your Tailscale authentication key.
+
+   ```bash
+   docker run -d \
+     --name `tsidp` \
+     -p 443:443 \
+     -e TS_AUTHKEY=YOUR_TAILSCALE_AUTHKEY \
+     -e TS_HOSTNAME=tsidp \
+     -v tsidp-data:/var/lib/tsidp \
+     tsidp:latest
+   ```
+
+3. **Verify Installation**
+   ```bash
+   docker logs tsidp
+   ```
+
+   Visit `https://tsidp.tailnet.ts.net` to confirm the service is running.
+
+## Usage Example: Proxmox Integration
+
+Here's how to configure Proxmox to use `tsidp` for authentication:
+
+1. In Proxmox, navigate to Datacenter > Realms > Add OpenID Connect Server
+
+2. Configure the following settings:
+   - Issuer URL: `https://idp.velociraptor.ts.net`
+   - Realm: `tailscale` (or your preferred name)
+   - Client ID: `unused`
+   - Client Key: `unused`
+   - Default: `true`
+   - Autocreate users: `true`
+   - Username claim: `email`
+
+3. Set up user permissions:
+   - Go to Datacenter > Permissions > Groups
+   - Create a new group (e.g., "tsadmins")
+   - Click Permissions in the sidebar
+   - Add Group Permission
+   - Set Path to `/` for full admin access or scope as needed
+   - Set the group and role
+   - Add Tailscale-authenticated users to the group
+
+## Configuration Options
+
+The `tsidp` server supports several command-line flags:
+
+- `--verbose`: Enable verbose logging
+- `--port`: Port to listen on (default: 443)
+- `--local-port`: Allow requests from localhost
+- `--use-local-tailscaled`: Use local tailscaled instead of tsnet
+- `--dir`: tsnet state directory
+
+## Environment Variables
+
+- `TS_AUTHKEY`: Your Tailscale authentication key (required)
+- `TS_HOSTNAME`: Hostname for the `tsidp` server (default: "idp")
+- `TS_STATE_DIR`: State directory (default: "/var/lib/tsidp")
+- `TAILSCALE_USE_WIP_CODE`: Enable work-in-progress code (default: "1")
+
+## Support
+
+This is an [experimental](https://tailscale.com/kb/1167/release-stages#experimental), work in progress feature. For issues or questions, file issues on the [GitHub repository](https://github.com/tailscale/tailscale)
+
+## License
+
+BSD-3-Clause License. See [LICENSE](../../LICENSE) for details.

cmd/tsidp/tsidp.go

@@ -11,6 +11,7 @@ import (
 	"context"
 	crand "crypto/rand"
 	"crypto/rsa"
+	"crypto/subtle"
 	"crypto/tls"
 	"crypto/x509"
 	"encoding/base64"
@@ -345,7 +346,9 @@ func (ar *authRequest) allowRelyingParty(r *http.Request, lc *local.Client) erro
 			clientID = r.FormValue("client_id")
 			clientSecret = r.FormValue("client_secret")
 		}
-		if ar.funnelRP.ID != clientID || ar.funnelRP.Secret != clientSecret {
+		clientIDcmp := subtle.ConstantTimeCompare([]byte(clientID), []byte(ar.funnelRP.ID))
+		clientSecretcmp := subtle.ConstantTimeCompare([]byte(clientSecret), []byte(ar.funnelRP.Secret))
+		if clientIDcmp != 1 || clientSecretcmp != 1 {
 			return fmt.Errorf("tsidp: invalid client credentials")
 		}
 		return nil
@@ -762,6 +765,18 @@ var (
 )
 
 func (s *idpServer) serveOpenIDConfig(w http.ResponseWriter, r *http.Request) {
+	h := w.Header()
+	h.Set("Access-Control-Allow-Origin", "*")
+	h.Set("Access-Control-Allow-Method", "GET, OPTIONS")
+	// allow all to prevent errors from client sending their own bespoke headers
+	// and having the server reject the request.
+	h.Set("Access-Control-Allow-Headers", "*")
+
+	// early return for pre-flight OPTIONS requests.
+	if r.Method == "OPTIONS" {
+		w.WriteHeader(http.StatusOK)
+		return
+	}
 	if r.URL.Path != oidcConfigPath {
 		http.Error(w, "tsidp: not found", http.StatusNotFound)
 		return

control/controlclient/auto.go

@@ -119,6 +119,7 @@ type Auto struct {
 	updateCh      chan struct{} // readable when we should inform the server of a change
 	observer      Observer      // called to update Client status; always non-nil
 	observerQueue execqueue.ExecQueue
+	shutdownFn    func() // to be called prior to shutdown or nil
 
 	unregisterHealthWatch func()
 
@@ -189,6 +190,7 @@ func NewNoStart(opts Options) (_ *Auto, err error) {
 		mapDone:    make(chan struct{}),
 		updateDone: make(chan struct{}),
 		observer:   opts.Observer,
+		shutdownFn: opts.Shutdown,
 	}
 	c.authCtx, c.authCancel = context.WithCancel(context.Background())
 	c.authCtx = sockstats.WithSockStats(c.authCtx, sockstats.LabelControlClientAuto, opts.Logf)
@@ -755,6 +757,7 @@ func (c *Auto) Shutdown() {
 		return
 	}
 	c.logf("client.Shutdown ...")
+	shutdownFn := c.shutdownFn
 
 	direct := c.direct
 	c.closed = true
@@ -767,6 +770,10 @@ func (c *Auto) Shutdown() {
 	c.unpauseWaiters = nil
 	c.mu.Unlock()
 
+	if shutdownFn != nil {
+		shutdownFn()
+	}
+
 	c.unregisterHealthWatch()
 	<-c.authDone
 	<-c.mapDone

control/controlclient/controlclient_test.go

@@ -4,6 +4,8 @@
 package controlclient
 
 import (
+	"errors"
+	"fmt"
 	"io"
 	"reflect"
 	"slices"
@@ -147,3 +149,42 @@ func TestCanSkipStatus(t *testing.T) {
 		t.Errorf("Status fields = %q; this code was only written to handle fields %q", f, want)
 	}
 }
+
+func TestRetryableErrors(t *testing.T) {
+	errorTests := []struct {
+		err  error
+		want bool
+	}{
+		{errNoNoiseClient, true},
+		{errNoNodeKey, true},
+		{fmt.Errorf("%w: %w", errNoNoiseClient, errors.New("no noise")), true},
+		{fmt.Errorf("%w: %w", errHTTPPostFailure, errors.New("bad post")), true},
+		{fmt.Errorf("%w: %w", errNoNodeKey, errors.New("not node key")), true},
+		{errBadHTTPResponse(429, "too may requests"), true},
+		{errBadHTTPResponse(500, "internal server eror"), true},
+		{errBadHTTPResponse(502, "bad gateway"), true},
+		{errBadHTTPResponse(503, "service unavailable"), true},
+		{errBadHTTPResponse(504, "gateway timeout"), true},
+		{errBadHTTPResponse(1234, "random error"), false},
+	}
+
+	for _, tt := range errorTests {
+		t.Run(tt.err.Error(), func(t *testing.T) {
+			if isRetryableErrorForTest(tt.err) != tt.want {
+				t.Fatalf("retriable: got %v, want %v", tt.err, tt.want)
+			}
+		})
+	}
+}
+
+type retryableForTest interface {
+	Retryable() bool
+}
+
+func isRetryableErrorForTest(err error) bool {
+	var ae retryableForTest
+	if errors.As(err, &ae) {
+		return ae.Retryable()
+	}
+	return false
+}

control/controlclient/direct.go

@@ -156,6 +156,11 @@ type Options struct {
 	// If we receive a new DialPlan from the server, this value will be
 	// updated.
 	DialPlan ControlDialPlanner
+
+	// Shutdown is an optional function that will be called before client shutdown is
+	// attempted. It is used to allow the client to clean up any resources or complete any
+	// tasks that are dependent on a live client.
+	Shutdown func()
 }
 
 // ControlDialPlanner is the interface optionally supplied when creating a
@@ -1255,6 +1260,7 @@ type devKnobs struct {
 	DumpNetMapsVerbose func() bool
 	ForceProxyDNS      func() bool
 	StripEndpoints     func() bool // strip endpoints from control (only use disco messages)
+	StripHomeDERP      func() bool // strip Home DERP from control
 	StripCaps          func() bool // strip all local node's control-provided capabilities
 }
 
@@ -1266,6 +1272,7 @@ func initDevKnob() devKnobs {
 		DumpRegister:       envknob.RegisterBool("TS_DEBUG_REGISTER"),
 		ForceProxyDNS:      envknob.RegisterBool("TS_DEBUG_PROXY_DNS"),
 		StripEndpoints:     envknob.RegisterBool("TS_DEBUG_STRIP_ENDPOINTS"),
+		StripHomeDERP:      envknob.RegisterBool("TS_DEBUG_STRIP_HOME_DERP"),
 		StripCaps:          envknob.RegisterBool("TS_DEBUG_STRIP_CAPS"),
 	}
 }
@@ -1660,11 +1667,11 @@ func (c *Auto) SetDeviceAttrs(ctx context.Context, attrs tailcfg.AttrUpdate) err
 func (c *Direct) SetDeviceAttrs(ctx context.Context, attrs tailcfg.AttrUpdate) error {
 	nc, err := c.getNoiseClient()
 	if err != nil {
-		return err
+		return fmt.Errorf("%w: %w", errNoNoiseClient, err)
 	}
 	nodeKey, ok := c.GetPersist().PublicNodeKeyOK()
 	if !ok {
-		return errors.New("no node key")
+		return errNoNodeKey
 	}
 	if c.panicOnUse {
 		panic("tainted client")
@@ -1695,6 +1702,47 @@ func (c *Direct) SetDeviceAttrs(ctx context.Context, attrs tailcfg.AttrUpdate) e
 	return nil
 }
 
+// SendAuditLog implements [auditlog.Transport] by sending an audit log synchronously to the control plane.
+//
+// See docs on [tailcfg.AuditLogRequest] and [auditlog.Logger] for background.
+func (c *Auto) SendAuditLog(ctx context.Context, auditLog tailcfg.AuditLogRequest) (err error) {
+	return c.direct.sendAuditLog(ctx, auditLog)
+}
+
+func (c *Direct) sendAuditLog(ctx context.Context, auditLog tailcfg.AuditLogRequest) (err error) {
+	nc, err := c.getNoiseClient()
+	if err != nil {
+		return fmt.Errorf("%w: %w", errNoNoiseClient, err)
+	}
+
+	nodeKey, ok := c.GetPersist().PublicNodeKeyOK()
+	if !ok {
+		return errNoNodeKey
+	}
+
+	req := &tailcfg.AuditLogRequest{
+		Version: tailcfg.CurrentCapabilityVersion,
+		NodeKey: nodeKey,
+		Action:  auditLog.Action,
+		Details: auditLog.Details,
+	}
+
+	if c.panicOnUse {
+		panic("tainted client")
+	}
+
+	res, err := nc.post(ctx, "/machine/audit-log", nodeKey, req)
+	if err != nil {
+		return fmt.Errorf("%w: %w", errHTTPPostFailure, err)
+	}
+	defer res.Body.Close()
+	if res.StatusCode != 200 {
+		all, _ := io.ReadAll(res.Body)
+		return errBadHTTPResponse(res.StatusCode, string(all))
+	}
+	return nil
+}
+
 func addLBHeader(req *http.Request, nodeKey key.NodePublic) {
 	if !nodeKey.IsZero() {
 		req.Header.Add(tailcfg.LBHeader, nodeKey.String())

control/controlclient/errors.go

@@ -0,0 +1,51 @@
+// Copyright (c) Tailscale Inc & AUTHORS
+// SPDX-License-Identifier: BSD-3-Clause
+
+package controlclient
+
+import (
+	"errors"
+	"fmt"
+	"net/http"
+)
+
+// apiResponseError is an error type that can be returned by controlclient
+// api requests.
+//
+// It wraps an underlying error and a flag for clients to query if the
+// error is retryable via the Retryable() method.
+type apiResponseError struct {
+	err       error
+	retryable bool
+}
+
+// Error implements [error].
+func (e *apiResponseError) Error() string {
+	return e.err.Error()
+}
+
+// Retryable reports whether the error is retryable.
+func (e *apiResponseError) Retryable() bool {
+	return e.retryable
+}
+
+func (e *apiResponseError) Unwrap() error { return e.err }
+
+var (
+	errNoNodeKey       = &apiResponseError{errors.New("no node key"), true}
+	errNoNoiseClient   = &apiResponseError{errors.New("no noise client"), true}
+	errHTTPPostFailure = &apiResponseError{errors.New("http failure"), true}
+)
+
+func errBadHTTPResponse(code int, msg string) error {
+	retryable := false
+	switch code {
+	case http.StatusTooManyRequests,
+		http.StatusInternalServerError,
+		http.StatusBadGateway,
+		http.StatusServiceUnavailable,
+		http.StatusGatewayTimeout:
+		retryable = true
+	}
+	return &apiResponseError{fmt.Errorf("http error %d: %s", code, msg), retryable}
+}

control/controlclient/map.go

@@ -89,7 +89,6 @@ type mapSession struct {
 	lastPopBrowserURL      string
 	lastTKAInfo            *tailcfg.TKAInfo
 	lastNetmapSummary      string // from NetworkMap.VeryConcise
-	lastMaxExpiry          time.Duration
 }
 
 // newMapSession returns a mostly unconfigured new mapSession.
@@ -195,10 +194,6 @@ func (ms *mapSession) HandleNonKeepAliveMapResponse(ctx context.Context, resp *t
 
 	ms.updateStateFromResponse(resp)
 
-	// Occasionally clean up old userprofile if it grows too much
-	// from e.g. ephemeral tagged nodes.
-	ms.cleanLastUserProfile()
-
 	if ms.tryHandleIncrementally(resp) {
 		ms.occasionallyPrintSummary(ms.lastNetmapSummary)
 		return nil
@@ -245,6 +240,9 @@ func upgradeNode(n *tailcfg.Node) {
 		}
 		n.LegacyDERPString = ""
 	}
+	if DevKnob.StripHomeDERP() {
+		n.HomeDERP = 0
+	}
 
 	if n.AllowedIPs == nil {
 		n.AllowedIPs = slices.Clone(n.Addresses)
@@ -296,6 +294,7 @@ func (ms *mapSession) updateStateFromResponse(resp *tailcfg.MapResponse) {
 	for _, up := range resp.UserProfiles {
 		ms.lastUserProfile[up.ID] = up.View()
 	}
+	// TODO(bradfitz): clean up old user profiles? maybe not worth it.
 
 	if dm := resp.DERPMap; dm != nil {
 		ms.vlogf("netmap: new map contains DERP map")
@@ -387,9 +386,6 @@ func (ms *mapSession) updateStateFromResponse(resp *tailcfg.MapResponse) {
 	if resp.TKAInfo != nil {
 		ms.lastTKAInfo = resp.TKAInfo
 	}
-	if resp.MaxKeyDuration > 0 {
-		ms.lastMaxExpiry = resp.MaxKeyDuration
-	}
 }
 
 var (
@@ -544,32 +540,6 @@ func (ms *mapSession) addUserProfile(nm *netmap.NetworkMap, userID tailcfg.UserI
 	}
 }
 
-// cleanLastUserProfile deletes any entries from lastUserProfile
-// that are not referenced by any peer or the self node.
-//
-// This is expensive enough that we don't do this on every message
-// from the server, but only when it's grown enough to matter.
-func (ms *mapSession) cleanLastUserProfile() {
-	if len(ms.lastUserProfile) < len(ms.peers)*2 {
-		// Hasn't grown enough to be worth cleaning.
-		return
-	}
-
-	keep := set.Set[tailcfg.UserID]{}
-	if node := ms.lastNode; node.Valid() {
-		keep.Add(node.User())
-	}
-	for _, n := range ms.peers {
-		keep.Add(n.User())
-		keep.Add(n.Sharer())
-	}
-	for userID := range ms.lastUserProfile {
-		if !keep.Contains(userID) {
-			delete(ms.lastUserProfile, userID)
-		}
-	}
-}
-
 var debugPatchifyPeer = envknob.RegisterBool("TS_DEBUG_PATCHIFY_PEER")
 
 // patchifyPeersChanged mutates resp to promote PeersChanged entries to PeersChangedPatch
@@ -848,7 +818,6 @@ func (ms *mapSession) netmap() *netmap.NetworkMap {
 		DERPMap:           ms.lastDERPMap,
 		ControlHealth:     ms.lastHealth,
 		TKAEnabled:        ms.lastTKAInfo != nil && !ms.lastTKAInfo.Disabled,
-		MaxKeyDuration:    ms.lastMaxExpiry,
 	}
 
 	if ms.lastTKAInfo != nil && ms.lastTKAInfo.Head != "" {

derp/derp_server.go

@@ -137,6 +137,7 @@ type Server struct {
 	metaCert    []byte // the encoded x509 cert to send after LetsEncrypt cert+intermediate
 	dupPolicy   dupPolicy
 	debug       bool
+	localClient local.Client
 
 	// Counters:
 	packetsSent, bytesSent     expvar.Int
@@ -485,6 +486,16 @@ func (s *Server) SetVerifyClientURLFailOpen(v bool) {
 	s.verifyClientsURLFailOpen = v
 }
 
+// SetTailscaledSocketPath sets the unix socket path to use to talk to
+// tailscaled if client verification is enabled.
+//
+// If unset or set to the empty string, the default path for the operating
+// system is used.
+func (s *Server) SetTailscaledSocketPath(path string) {
+	s.localClient.Socket = path
+	s.localClient.UseSocketOnly = path != ""
+}
+
 // SetTCPWriteTimeout sets the timeout for writing to connected clients.
 // This timeout does not apply to mesh connections.
 // Defaults to 2 seconds.
@@ -1320,8 +1331,6 @@ func (c *sclient) requestMeshUpdate() {
 	}
 }
 
-var localClient local.Client
-
 // isMeshPeer reports whether the client is a trusted mesh peer
 // node in the DERP region.
 func (s *Server) isMeshPeer(info *clientInfo) bool {
@@ -1340,7 +1349,7 @@ func (s *Server) verifyClient(ctx context.Context, clientKey key.NodePublic, inf
 
 	// tailscaled-based verification:
 	if s.verifyClientsLocalTailscaled {
-		_, err := localClient.WhoIsNodeKey(ctx, clientKey)
+		_, err := s.localClient.WhoIsNodeKey(ctx, clientKey)
 		if err == tailscale.ErrPeerNotFound {
 			return fmt.Errorf("peer %v not authorized (not found in local tailscaled)", clientKey)
 		}
@@ -2240,7 +2249,7 @@ func (s *Server) ConsistencyCheck() error {
 func (s *Server) checkVerifyClientsLocalTailscaled() error {
 	ctx, cancel := context.WithTimeout(context.Background(), 5*time.Second)
 	defer cancel()
-	status, err := localClient.StatusWithoutPeers(ctx)
+	status, err := s.localClient.StatusWithoutPeers(ctx)
 	if err != nil {
 		return fmt.Errorf("localClient.Status: %w", err)
 	}

derp/derphttp/derphttp_client.go

@@ -652,7 +652,11 @@ func (c *Client) tlsClient(nc net.Conn, node *tailcfg.DERPNode) *tls.Conn {
 			tlsConf.VerifyConnection = nil
 		}
 		if node.CertName != "" {
-			tlsdial.SetConfigExpectedCert(tlsConf, node.CertName)
+			if suf, ok := strings.CutPrefix(node.CertName, "sha256-raw:"); ok {
+				tlsdial.SetConfigExpectedCertHash(tlsConf, suf)
+			} else {
+				tlsdial.SetConfigExpectedCert(tlsConf, node.CertName)
+			}
 		}
 	}
 	return tls.Client(nc, tlsConf)
@@ -666,7 +670,7 @@ func (c *Client) tlsClient(nc net.Conn, node *tailcfg.DERPNode) *tls.Conn {
 func (c *Client) DialRegionTLS(ctx context.Context, reg *tailcfg.DERPRegion) (tlsConn *tls.Conn, connClose io.Closer, node *tailcfg.DERPNode, err error) {
 	tcpConn, node, err := c.dialRegion(ctx, reg)
 	if err != nil {
-		return nil, nil, nil, err
+		return nil, nil, nil, fmt.Errorf("dialRegion(%d): %w", reg.RegionID, err)
 	}
 	done := make(chan bool) // unbuffered
 	defer close(done)
@@ -741,6 +745,17 @@ func (c *Client) dialNode(ctx context.Context, n *tailcfg.DERPNode) (net.Conn, e
 
 	nwait := 0
 	startDial := func(dstPrimary, proto string) {
+		dst := cmp.Or(dstPrimary, n.HostName)
+
+		// If dialing an IP address directly, check its address family
+		// and bail out before incrementing nwait.
+		if ip, err := netip.ParseAddr(dst); err == nil {
+			if proto == "tcp4" && ip.Is6() ||
+				proto == "tcp6" && ip.Is4() {
+				return
+			}
+		}
+
 		nwait++
 		go func() {
 			if proto == "tcp4" && c.preferIPv6() {
@@ -755,7 +770,6 @@ func (c *Client) dialNode(ctx context.Context, n *tailcfg.DERPNode) (net.Conn, e
 					// Start v4 dial
 				}
 			}
-			dst := cmp.Or(dstPrimary, n.HostName)
 			port := "443"
 			if !c.useHTTPS() {
 				port = "3340"

docs/windows/policy/en-US/tailscale.adml

@@ -16,9 +16,12 @@
             <string id="SINCE_V1_62">Tailscale version 1.62.0 and later</string>
             <string id="SINCE_V1_74">Tailscale version 1.74.0 and later</string>
             <string id="SINCE_V1_78">Tailscale version 1.78.0 and later</string>
+            <string id="SINCE_V1_82">Tailscale version 1.82.0 and later</string>
             <string id="Tailscale_Category">Tailscale</string>
             <string id="UI_Category">UI customization</string>
             <string id="Settings_Category">Settings</string>
+            <string id="AllowedWithAudit">Allowed (with audit)</string>
+            <string id="NotAllowed">Not Allowed</string>
             <string id="LoginURL">Require using a specific Tailscale coordination server</string>
             <string id="LoginURL_Help"><![CDATA[This policy can be used to require the use of a particular Tailscale coordination server.
 
@@ -98,6 +101,22 @@ If you disable this policy, then Run Unattended is always disabled and the menu
 If you do not configure this policy, then Run Unattended depends on what is selected in the Preferences submenu.
 
 See https://tailscale.com/kb/1315/mdm-keys#set-unattended-mode and https://tailscale.com/kb/1088/run-unattended for more details.]]></string>
+            <string id="AlwaysOn">Restrict users from disconnecting Tailscale (always-on mode)</string>
+            <string id="AlwaysOn_Help"><![CDATA[This policy setting controls whether a user can disconnect Tailscale.
+
+If you enable this policy setting, users will not be allowed to disconnect Tailscale, and it will remain in a connected state as long as they are logged in, even if they close or terminate the GUI. Optionally, you can allow users to temporarily disconnect Tailscale by requiring them to provide a reason, which will be logged for auditing purposes.
+
+If necessary, it can be used along with Unattended Mode to keep Tailscale connected regardless of whether a user is logged in. This can be used to facilitate remote access to a device or ensure connectivity to a Domain Controller before a user logs in.
+
+If you disable or don't configure this policy setting, users will be allowed to disconnect Tailscale at their will.]]></string>
+            <string id="ReconnectAfter">Configure automatic reconnect delay</string>
+            <string id="ReconnectAfter_Help"><![CDATA[This policy setting controls when Tailscale will attempt to reconnect automatically after a user disconnects it. It helps users remain connected most of the time and retain access to corporate resources without preventing them from temporarily disconnecting Tailscale. To configure whether and when Tailscale can be disconnected, see the "Restrict users from disconnecting Tailscale (always-on mode)" policy setting.
+
+If you enable this policy setting, you can specify how long Tailscale will wait before attempting to reconnect after a user disconnects. The value should be specified as a Go duration: for example, 30s, 5m, or 1h30m. If the value is left blank, or if the specified duration is zero, Tailscale will not attempt to reconnect automatically.
+
+If you disable or don't configure this policy setting, Tailscale will only reconnect if a user chooses to or if required by a different policy setting.
+
+Refer to https://pkg.go.dev/time#ParseDuration for information about the supported duration strings.]]></string>
             <string id="ExitNodeAllowLANAccess">Allow Local Network Access when an Exit Node is in use</string>
             <string id="ExitNodeAllowLANAccess_Help"><![CDATA[This policy can be used to require that the Allow Local Network Access setting is configured a certain way.
 
@@ -265,6 +284,16 @@ See https://tailscale.com/kb/1315/mdm-keys#set-your-organization-name for more d
                     <label>Auth Key:</label>
                 </textBox>
             </presentation>
+            <presentation id="AlwaysOn">
+                <text>The options below allow configuring exceptions where disconnecting Tailscale is permitted.</text>
+                <dropdownList refId="AlwaysOn_OverrideWithReason" noSort="true" defaultItem="0">Disconnects with reason:</dropdownList>
+            </presentation>
+            <presentation id="ReconnectAfter">
+                <text>The delay must be a valid Go duration string, such as 30s, 5m, or 1h30m, all without spaces or any other symbols.</text>
+                <textBox refId="ReconnectAfterDelay">
+                    <label>Reconnect after:</label>
+                </textBox>
+            </presentation>
             <presentation id="ExitNodeID">
                 <textBox refId="ExitNodeIDPrompt">
                     <label>Exit Node:</label>

docs/windows/policy/tailscale.admx

@@ -54,6 +54,10 @@
                   displayName="$(string.SINCE_V1_78)">
         <and><reference ref="TAILSCALE_PRODUCT"/></and>
       </definition>
+      <definition name="SINCE_V1_82"
+                  displayName="$(string.SINCE_V1_82)">
+        <and><reference ref="TAILSCALE_PRODUCT"/></and>
+      </definition>
     </definitions>
   </supportedOn>
   <categories>
@@ -128,6 +132,37 @@
         <string>never</string>
       </disabledValue>
     </policy>
+    <policy name="AlwaysOn" class="Machine" displayName="$(string.AlwaysOn)" explainText="$(string.AlwaysOn_Help)" presentation="$(presentation.AlwaysOn)" key="Software\Policies\Tailscale" valueName="AlwaysOn.Enabled">
+      <parentCategory ref="Settings_Category" />
+      <supportedOn ref="SINCE_V1_82" />
+      <enabledValue>
+        <decimal value="1" />
+      </enabledValue>
+      <disabledValue>
+        <decimal value="0" />
+      </disabledValue>
+      <elements>
+        <enum id="AlwaysOn_OverrideWithReason" valueName="AlwaysOn.OverrideWithReason">
+          <item displayName="$(string.NotAllowed)">
+            <value>
+              <decimal value="0" />
+            </value>
+          </item>
+          <item displayName="$(string.AllowedWithAudit)">
+            <value>
+              <decimal value="1" />
+            </value>
+          </item>
+        </enum>
+      </elements>
+    </policy>
+    <policy name="ReconnectAfter" class="Machine" displayName="$(string.ReconnectAfter)" explainText="$(string.ReconnectAfter_Help)" presentation="$(presentation.ReconnectAfter)" key="Software\Policies\Tailscale">
+      <parentCategory ref="Settings_Category" />
+      <supportedOn ref="SINCE_V1_82" />
+      <elements>
+        <text id="ReconnectAfterDelay" valueName="ReconnectAfter" required="true" />
+      </elements>
+    </policy>
     <policy name="ExitNodeAllowLANAccess" class="Machine" displayName="$(string.ExitNodeAllowLANAccess)" explainText="$(string.ExitNodeAllowLANAccess_Help)" key="Software\Policies\Tailscale" valueName="ExitNodeAllowLANAccess">
       <parentCategory ref="Settings_Category" />
       <supportedOn ref="PARTIAL_FULL_SINCE_V1_56" />

envknob/envknob.go

@@ -417,6 +417,23 @@ func App() string {
 	return ""
 }
 
+// IsCertShareReadOnlyMode returns true if this replica should never attempt to
+// issue or renew TLS credentials for any of the HTTPS endpoints that it is
+// serving. It should only return certs found in its cert store.  Currently,
+// this is used by the Kubernetes Operator's HA Ingress via VIPServices, where
+// multiple Ingress proxy instances serve the same HTTPS endpoint with a shared
+// TLS credentials. The TLS credentials should only be issued by one of the
+// replicas.
+// For HTTPS Ingress the operator and containerboot ensure
+// that read-only replicas will not be serving the HTTPS endpoints before there
+// is a shared cert available.
+func IsCertShareReadOnlyMode() bool {
+	m := String("TS_CERT_SHARE_MODE")
+	return m == modeRO
+}
+
+const modeRO = "ro"
+
 // CrashOnUnexpected reports whether the Tailscale client should panic
 // on unexpected conditions. If TS_DEBUG_CRASH_ON_UNEXPECTED is set, that's
 // used. Otherwise the default value is true for unstable builds.

flake.nix

@@ -130,4 +130,4 @@
   in
     flake-utils.lib.eachDefaultSystem (system: flakeForSystem nixpkgs system);
 }
-# nix-direnv cache busting line: sha256-xO1DuLWi6/lpA9ubA2ZYVJM+CkVNA5IaVGZxX9my0j0=
+# nix-direnv cache busting line: sha256-SiUkN6BQK1IQmLfkfPetzvYqRu9ENK6+6txtGxegF5Y=

go.mod

@@ -1,6 +1,6 @@
 module tailscale.com
 
-go 1.23.1
+go 1.24.0
 
 require (
 	filippo.io/mkcert v1.4.4
@@ -20,9 +20,8 @@ require (
 	github.com/coder/websocket v1.8.12
 	github.com/coreos/go-iptables v0.7.1-0.20240112124308-65c67c9f46e6
 	github.com/coreos/go-systemd v0.0.0-20191104093116-d3cd4ed1dbcf
+	github.com/creachadair/taskgroup v0.13.2
 	github.com/creack/pty v1.1.23
-	github.com/dave/courtney v0.4.0
-	github.com/dave/patsy v0.0.0-20210517141501-957256f50cba
 	github.com/dblohm7/wingoes v0.0.0-20240119213807-a09d6be7affa
 	github.com/digitalocean/go-smbios v0.0.0-20180907143718-390a4f403a8e
 	github.com/distribution/reference v0.6.0
@@ -33,8 +32,8 @@ require (
 	github.com/fogleman/gg v1.3.0
 	github.com/frankban/quicktest v1.14.6
 	github.com/fxamacker/cbor/v2 v2.7.0
-	github.com/gaissmai/bart v0.11.1
-	github.com/go-json-experiment/json v0.0.0-20250103232110-6a9a0fde9288
+	github.com/gaissmai/bart v0.18.0
+	github.com/go-json-experiment/json v0.0.0-20250223041408-d3c622f1b874
 	github.com/go-logr/zapr v1.3.0
 	github.com/go-ole/go-ole v1.3.0
 	github.com/godbus/dbus/v5 v5.1.1-0.20230522191255-76236955d466
@@ -76,10 +75,10 @@ require (
 	github.com/tailscale/certstore v0.1.1-0.20231202035212-d3fa0460f47e
 	github.com/tailscale/depaware v0.0.0-20250112153213-b748de04d81b
 	github.com/tailscale/goexpect v0.0.0-20210902213824-6e8c725cea41
-	github.com/tailscale/golang-x-crypto v0.0.0-20240604161659-3fde5e568aa4
+	github.com/tailscale/golang-x-crypto v0.0.0-20250218230618-9a281fd8faca
 	github.com/tailscale/goupnp v1.0.1-0.20210804011211-c64d0f06ea05
 	github.com/tailscale/hujson v0.0.0-20221223112325-20486734a56a
-	github.com/tailscale/mkctr v0.0.0-20250110151924-54977352e4a6
+	github.com/tailscale/mkctr v0.0.0-20250228050937-c75ea1476830
 	github.com/tailscale/netlink v1.1.1-0.20240822203006-4d49adab4de7
 	github.com/tailscale/peercred v0.0.0-20250107143737-35a0c7bd7edc
 	github.com/tailscale/setec v0.0.0-20250205144240-8898a29c3fbb
@@ -95,10 +94,10 @@ require (
 	go.uber.org/zap v1.27.0
 	go4.org/mem v0.0.0-20240501181205-ae6ca9944745
 	go4.org/netipx v0.0.0-20231129151722-fdeea329fbba
-	golang.org/x/crypto v0.33.0
+	golang.org/x/crypto v0.35.0
 	golang.org/x/exp v0.0.0-20250210185358-939b2ce775ac
 	golang.org/x/mod v0.23.0
-	golang.org/x/net v0.35.0
+	golang.org/x/net v0.36.0
 	golang.org/x/oauth2 v0.26.0
 	golang.org/x/sync v0.11.0
 	golang.org/x/sys v0.30.0
@@ -129,15 +128,12 @@ require (
 	github.com/OpenPeeDeeP/depguard/v2 v2.2.0 // indirect
 	github.com/alecthomas/go-check-sumtype v0.1.4 // indirect
 	github.com/alexkohler/nakedret/v2 v2.0.4 // indirect
-	github.com/bits-and-blooms/bitset v1.13.0 // indirect
 	github.com/bombsimon/wsl/v4 v4.2.1 // indirect
 	github.com/butuzov/mirror v1.1.0 // indirect
 	github.com/catenacyber/perfsprint v0.7.1 // indirect
 	github.com/ccojocar/zxcvbn-go v1.0.2 // indirect
 	github.com/ckaznocha/intrange v0.1.0 // indirect
 	github.com/cyphar/filepath-securejoin v0.3.6 // indirect
-	github.com/dave/astrid v0.0.0-20170323122508-8c2895878b14 // indirect
-	github.com/dave/brenda v1.1.0 // indirect
 	github.com/docker/go-connections v0.5.0 // indirect
 	github.com/docker/go-units v0.5.0 // indirect
 	github.com/felixge/httpsnoop v1.0.4 // indirect

go.mod.sri

@@ -1 +1 @@
-sha256-xO1DuLWi6/lpA9ubA2ZYVJM+CkVNA5IaVGZxX9my0j0=
+sha256-SiUkN6BQK1IQmLfkfPetzvYqRu9ENK6+6txtGxegF5Y=

go.sum

@@ -167,8 +167,6 @@ github.com/beorn7/perks v0.0.0-20180321164747-3a771d992973/go.mod h1:Dwedo/Wpr24
 github.com/beorn7/perks v1.0.0/go.mod h1:KWe93zE9D1o94FZ5RNwFwVgaQK1VOXiVxmqh+CedLV8=
 github.com/beorn7/perks v1.0.1 h1:VlbKKnNfV8bJzeqoa4cOKqO6bYr3WgKZxO8Z16+hsOM=
 github.com/beorn7/perks v1.0.1/go.mod h1:G2ZrVWU2WbWT9wwq4/hrbKbnv/1ERSJQ0ibhJ6rlkpw=
-github.com/bits-and-blooms/bitset v1.13.0 h1:bAQ9OPNFYbGHV6Nez0tmNI0RiEu7/hxlYJRUA0wFAVE=
-github.com/bits-and-blooms/bitset v1.13.0/go.mod h1:7hO7Gc7Pp1vODcmWvKMRA9BNmbv6a/7QIWpPxHddWR8=
 github.com/bkielbasa/cyclop v1.2.1 h1:AeF71HZDob1P2/pRm1so9cd1alZnrpyc4q2uP2l0gJY=
 github.com/bkielbasa/cyclop v1.2.1/go.mod h1:K/dT/M0FPAiYjBgQGau7tz+3TMh4FWAEqlMhzFWCrgM=
 github.com/blakesmith/ar v0.0.0-20190502131153-809d4375e1fb h1:m935MPodAbYS46DG4pJSv7WO+VECIWUQ7OJYSoTrMh4=
@@ -233,6 +231,8 @@ github.com/coreos/go-systemd v0.0.0-20191104093116-d3cd4ed1dbcf/go.mod h1:F5haX7
 github.com/cpuguy83/go-md2man/v2 v2.0.4/go.mod h1:tgQtvFlXSQOSOSIRvRPT7W67SCa46tRHOmNcaadrF8o=
 github.com/creachadair/mds v0.17.1 h1:lXQbTGKmb3nE3aK6OEp29L1gCx6B5ynzlQ6c1KOBurc=
 github.com/creachadair/mds v0.17.1/go.mod h1:4b//mUiL8YldH6TImXjmW45myzTLNS1LLjOmrk888eg=
+github.com/creachadair/taskgroup v0.13.2 h1:3KyqakBuFsm3KkXi/9XIb0QcA8tEzLHLgaoidf0MdVc=
+github.com/creachadair/taskgroup v0.13.2/go.mod h1:i3V1Zx7H8RjwljUEeUWYT30Lmb9poewSb2XI1yTwD0g=
 github.com/creack/pty v1.1.9/go.mod h1:oKZEueFk5CKHvIhNR5MUki03XCEU+Q6VDXinZuGJ33E=
 github.com/creack/pty v1.1.23 h1:4M6+isWdcStXEf15G/RbrMPOQj1dZ7HPZCGwE4kOeP0=
 github.com/creack/pty v1.1.23/go.mod h1:08sCNb52WyoAwi2QDyzUCTgcvVFhUzewun7wtTfvcwE=
@@ -242,14 +242,6 @@ github.com/cyphar/filepath-securejoin v0.3.6 h1:4d9N5ykBnSp5Xn2JkhocYDkOpURL/18C
 github.com/cyphar/filepath-securejoin v0.3.6/go.mod h1:Sdj7gXlvMcPZsbhwhQ33GguGLDGQL7h7bg04C/+u9jI=
 github.com/daixiang0/gci v0.12.3 h1:yOZI7VAxAGPQmkb1eqt5g/11SUlwoat1fSblGLmdiQc=
 github.com/daixiang0/gci v0.12.3/go.mod h1:xtHP9N7AHdNvtRNfcx9gwTDfw7FRJx4bZUsiEfiNNAI=
-github.com/dave/astrid v0.0.0-20170323122508-8c2895878b14 h1:YI1gOOdmMk3xodBao7fehcvoZsEeOyy/cfhlpCSPgM4=
-github.com/dave/astrid v0.0.0-20170323122508-8c2895878b14/go.mod h1:Sth2QfxfATb/nW4EsrSi2KyJmbcniZ8TgTaji17D6ms=
-github.com/dave/brenda v1.1.0 h1:Sl1LlwXnbw7xMhq3y2x11McFu43AjDcwkllxxgZ3EZw=
-github.com/dave/brenda v1.1.0/go.mod h1:4wCUr6gSlu5/1Tk7akE5X7UorwiQ8Rij0SKH3/BGMOM=
-github.com/dave/courtney v0.4.0 h1:Vb8hi+k3O0h5++BR96FIcX0x3NovRbnhGd/dRr8inBk=
-github.com/dave/courtney v0.4.0/go.mod h1:3WSU3yaloZXYAxRuWt8oRyVb9SaRiMBt5Kz/2J227tM=
-github.com/dave/patsy v0.0.0-20210517141501-957256f50cba h1:1o36L4EKbZzazMk8iGC4kXpVnZ6TPxR2mZ9qVKjNNAs=
-github.com/dave/patsy v0.0.0-20210517141501-957256f50cba/go.mod h1:qfR88CgEGLoiqDaE+xxDCi5QA5v4vUoW0UCX2Nd5Tlc=
 github.com/davecgh/go-spew v1.1.0/go.mod h1:J7Y8YcW2NihsgmVo/mv3lAwl/skON4iLHjSsI+c5H38=
 github.com/davecgh/go-spew v1.1.1/go.mod h1:J7Y8YcW2NihsgmVo/mv3lAwl/skON4iLHjSsI+c5H38=
 github.com/davecgh/go-spew v1.1.2-0.20180830191138-d8f796af33cc h1:U9qPSI2PIWSS1VwoXQT9A3Wy9MM3WgvqSxFWenqJduM=
@@ -308,6 +300,8 @@ github.com/firefart/nonamedreturns v1.0.4 h1:abzI1p7mAEPYuR4A+VLKn4eNDOycjYo2phm
 github.com/firefart/nonamedreturns v1.0.4/go.mod h1:TDhe/tjI1BXo48CmYbUduTV7BdIga8MAO/xbKdcVsGI=
 github.com/fogleman/gg v1.3.0 h1:/7zJX8F6AaYQc57WQCyN9cAIz+4bCJGO9B+dyW29am8=
 github.com/fogleman/gg v1.3.0/go.mod h1:R/bRT+9gY/C5z7JzPU0zXsXHKM4/ayA+zqcVNZzPa1k=
+github.com/fortytw2/leaktest v1.3.0 h1:u8491cBMTQ8ft8aeV+adlcytMZylmA5nnwwkRZjI8vw=
+github.com/fortytw2/leaktest v1.3.0/go.mod h1:jDsjWgpAGjm2CA7WthBh/CdZYEPF31XHquHwclZch5g=
 github.com/frankban/quicktest v1.14.6 h1:7Xjx+VpznH+oBnejlPUj8oUpdxnVs4f8XU8WnHkI4W8=
 github.com/frankban/quicktest v1.14.6/go.mod h1:4ptaffx2x8+WTWXmUCuVU6aPUX1/Mz7zb5vbUoiM6w0=
 github.com/fsnotify/fsnotify v1.7.0 h1:8JEhPFa5W2WU7YfeZzPNqzMP6Lwt7L2715Ggo0nosvA=
@@ -316,8 +310,8 @@ github.com/fxamacker/cbor/v2 v2.7.0 h1:iM5WgngdRBanHcxugY4JySA0nk1wZorNOpTgCMedv
 github.com/fxamacker/cbor/v2 v2.7.0/go.mod h1:pxXPTn3joSm21Gbwsv0w9OSA2y1HFR9qXEeXQVeNoDQ=
 github.com/fzipp/gocyclo v0.6.0 h1:lsblElZG7d3ALtGMx9fmxeTKZaLLpU8mET09yN4BBLo=
 github.com/fzipp/gocyclo v0.6.0/go.mod h1:rXPyn8fnlpa0R2csP/31uerbiVBugk5whMdlyaLkLoA=
-github.com/gaissmai/bart v0.11.1 h1:5Uv5XwsaFBRo4E5VBcb9TzY8B7zxFf+U7isDxqOrRfc=
-github.com/gaissmai/bart v0.11.1/go.mod h1:KHeYECXQiBjTzQz/om2tqn3sZF1J7hw9m6z41ftj3fg=
+github.com/gaissmai/bart v0.18.0 h1:jQLBT/RduJu0pv/tLwXE+xKPgtWJejbxuXAR+wLJafo=
+github.com/gaissmai/bart v0.18.0/go.mod h1:JJzMAhNF5Rjo4SF4jWBrANuJfqY+FvsFhW7t1UZJ+XY=
 github.com/ghostiam/protogetter v0.3.5 h1:+f7UiF8XNd4w3a//4DnusQ2SZjPkUjxkMEfjbxOK4Ug=
 github.com/ghostiam/protogetter v0.3.5/go.mod h1:7lpeDnEJ1ZjL/YtyoN99ljO4z0pd3H0d18/t2dPBxHw=
 github.com/github/fakeca v0.1.0 h1:Km/MVOFvclqxPM9dZBC4+QE564nU4gz4iZ0D9pMw28I=
@@ -337,8 +331,8 @@ github.com/go-git/go-git/v5 v5.13.1/go.mod h1:qryJB4cSBoq3FRoBRf5A77joojuBcmPJ0q
 github.com/go-gl/glfw v0.0.0-20190409004039-e6da0acd62b1/go.mod h1:vR7hzQXu2zJy9AVAgeJqvqgH9Q5CA+iKCZ2gyEVpxRU=
 github.com/go-gl/glfw/v3.3/glfw v0.0.0-20191125211704-12ad95a8df72/go.mod h1:tQ2UAYgL5IevRw8kRxooKSPJfGvJ9fJQFa0TUsXzTg8=
 github.com/go-gl/glfw/v3.3/glfw v0.0.0-20200222043503-6f7a984d4dc4/go.mod h1:tQ2UAYgL5IevRw8kRxooKSPJfGvJ9fJQFa0TUsXzTg8=
-github.com/go-json-experiment/json v0.0.0-20250103232110-6a9a0fde9288 h1:KbX3Z3CgiYlbaavUq3Cj9/MjpO+88S7/AGXzynVDv84=
-github.com/go-json-experiment/json v0.0.0-20250103232110-6a9a0fde9288/go.mod h1:BWmvoE1Xia34f3l/ibJweyhrT+aROb/FQ6d+37F0e2s=
+github.com/go-json-experiment/json v0.0.0-20250223041408-d3c622f1b874 h1:F8d1AJ6M9UQCavhwmO6ZsrYLfG8zVFWfEfMS2MXPkSY=
+github.com/go-json-experiment/json v0.0.0-20250223041408-d3c622f1b874/go.mod h1:TiCD2a1pcmjd7YnhGH0f/zKNcCD06B029pHhzV23c2M=
 github.com/go-kit/kit v0.8.0/go.mod h1:xBxKIO96dXMWWy0MnWVtmwkA9/13aqxPnvrjFYMA2as=
 github.com/go-kit/kit v0.9.0/go.mod h1:xBxKIO96dXMWWy0MnWVtmwkA9/13aqxPnvrjFYMA2as=
 github.com/go-kit/log v0.1.0/go.mod h1:zbhenjAZHb184qTLMA9ZjW7ThYL0H2mk7Q6pNt4vbaY=
@@ -910,14 +904,14 @@ github.com/tailscale/go-winio v0.0.0-20231025203758-c4f33415bf55 h1:Gzfnfk2TWrk8
 github.com/tailscale/go-winio v0.0.0-20231025203758-c4f33415bf55/go.mod h1:4k4QO+dQ3R5FofL+SanAUZe+/QfeK0+OIuwDIRu2vSg=
 github.com/tailscale/goexpect v0.0.0-20210902213824-6e8c725cea41 h1:/V2rCMMWcsjYaYO2MeovLw+ClP63OtXgCF2Y1eb8+Ns=
 github.com/tailscale/goexpect v0.0.0-20210902213824-6e8c725cea41/go.mod h1:/roCdA6gg6lQyw/Oz6gIIGu3ggJKYhF+WC/AQReE5XQ=
-github.com/tailscale/golang-x-crypto v0.0.0-20240604161659-3fde5e568aa4 h1:rXZGgEa+k2vJM8xT0PoSKfVXwFGPQ3z3CJfmnHJkZZw=
-github.com/tailscale/golang-x-crypto v0.0.0-20240604161659-3fde5e568aa4/go.mod h1:ikbF+YT089eInTp9f2vmvy4+ZVnW5hzX1q2WknxSprQ=
+github.com/tailscale/golang-x-crypto v0.0.0-20250218230618-9a281fd8faca h1:ecjHwH73Yvqf/oIdQ2vxAX+zc6caQsYdPzsxNW1J3G8=
+github.com/tailscale/golang-x-crypto v0.0.0-20250218230618-9a281fd8faca/go.mod h1:ikbF+YT089eInTp9f2vmvy4+ZVnW5hzX1q2WknxSprQ=
 github.com/tailscale/goupnp v1.0.1-0.20210804011211-c64d0f06ea05 h1:4chzWmimtJPxRs2O36yuGRW3f9SYV+bMTTvMBI0EKio=
 github.com/tailscale/goupnp v1.0.1-0.20210804011211-c64d0f06ea05/go.mod h1:PdCqy9JzfWMJf1H5UJW2ip33/d4YkoKN0r67yKH1mG8=
 github.com/tailscale/hujson v0.0.0-20221223112325-20486734a56a h1:SJy1Pu0eH1C29XwJucQo73FrleVK6t4kYz4NVhp34Yw=
 github.com/tailscale/hujson v0.0.0-20221223112325-20486734a56a/go.mod h1:DFSS3NAGHthKo1gTlmEcSBiZrRJXi28rLNd/1udP1c8=
-github.com/tailscale/mkctr v0.0.0-20250110151924-54977352e4a6 h1:9SuADtKJAGQkIpnpg5znEJ86QaxacN25pHkiEXTDjzg=
-github.com/tailscale/mkctr v0.0.0-20250110151924-54977352e4a6/go.mod h1:qTslktI+Qh9hXo7ZP8xLkl5V8AxUMfxG0xLtkCFLxnw=
+github.com/tailscale/mkctr v0.0.0-20250228050937-c75ea1476830 h1:SwZ72kr1oRzzSPA5PYB4hzPh22UI0nm0dapn3bHaUPs=
+github.com/tailscale/mkctr v0.0.0-20250228050937-c75ea1476830/go.mod h1:qTslktI+Qh9hXo7ZP8xLkl5V8AxUMfxG0xLtkCFLxnw=
 github.com/tailscale/netlink v1.1.1-0.20240822203006-4d49adab4de7 h1:uFsXVBE9Qr4ZoF094vE6iYTLDl0qCiKzYXlL6UeWObU=
 github.com/tailscale/netlink v1.1.1-0.20240822203006-4d49adab4de7/go.mod h1:NzVQi3Mleb+qzq8VmcWpSkcSYxXIg0DkI6XDzpVkhJ0=
 github.com/tailscale/peercred v0.0.0-20250107143737-35a0c7bd7edc h1:24heQPtnFR+yfntqhI3oAu9i27nEojcQ4NuBQOo5ZFA=
@@ -1051,8 +1045,8 @@ golang.org/x/crypto v0.0.0-20210921155107-089bfa567519/go.mod h1:GvvjBRRGRdwPK5y
 golang.org/x/crypto v0.0.0-20220622213112-05595931fe9d/go.mod h1:IxCIyHEi3zRg3s0A5j5BB6A9Jmi73HwBIUl50j+osU4=
 golang.org/x/crypto v0.1.0/go.mod h1:RecgLatLF4+eUMCP1PoPZQb+cVrJcOPbHkTkbkB9sbw=
 golang.org/x/crypto v0.3.0/go.mod h1:hebNnKkNXi2UzZN1eVRvBB7co0a+JxK6XbPiWVs/3J4=
-golang.org/x/crypto v0.33.0 h1:IOBPskki6Lysi0lo9qQvbxiQ+FvsCC/YWOecCHAixus=
-golang.org/x/crypto v0.33.0/go.mod h1:bVdXmD7IV/4GdElGPozy6U7lWdRXA4qyRVGJV57uQ5M=
+golang.org/x/crypto v0.35.0 h1:b15kiHdrGCHrP6LvwaQ3c03kgNhhiMgvlhxHQhmg2Xs=
+golang.org/x/crypto v0.35.0/go.mod h1:dy7dXNW32cAb/6/PRuTNsix8T+vJAqvuIy5Bli/x0YQ=
 golang.org/x/exp v0.0.0-20190121172915-509febef88a4/go.mod h1:CJ0aWSM057203Lf6IL+f9T1iT9GByDxfZKAQTCR3kQA=
 golang.org/x/exp v0.0.0-20190306152737-a1d7652674e8/go.mod h1:CJ0aWSM057203Lf6IL+f9T1iT9GByDxfZKAQTCR3kQA=
 golang.org/x/exp v0.0.0-20190510132918-efd6b22b2522/go.mod h1:ZjyILWgesfNpC6sMxTJOJm9Kp84zZh5NQWvqDGG3Qr8=
@@ -1141,8 +1135,8 @@ golang.org/x/net v0.1.0/go.mod h1:Cx3nUiGt4eDBEyega/BKRp+/AlGL8hYe7U9odMt2Cco=
 golang.org/x/net v0.2.0/go.mod h1:KqCZLdyyvdV855qA2rE3GC2aiw5xGR5TEjj8smXukLY=
 golang.org/x/net v0.5.0/go.mod h1:DivGGAXEgPSlEBzxGzZI+ZLohi+xUj054jfeKui00ws=
 golang.org/x/net v0.6.0/go.mod h1:2Tu9+aMcznHK/AK1HMvgo6xiTLG5rD5rZLDS+rp2Bjs=
-golang.org/x/net v0.35.0 h1:T5GQRQb2y08kTAByq9L4/bz8cipCdA8FbRTXewonqY8=
-golang.org/x/net v0.35.0/go.mod h1:EglIi67kWsHKlRzzVMUD93VMSWGFOMSZgxFjparz1Qk=
+golang.org/x/net v0.36.0 h1:vWF2fRbw4qslQsQzgFqZff+BItCvGFQqKzKIzx1rmoA=
+golang.org/x/net v0.36.0/go.mod h1:bFmbeoIPfrw4sMHNhb4J9f6+tPziuGjq7Jk/38fxi1I=
 golang.org/x/oauth2 v0.0.0-20180821212333-d2e6202438be/go.mod h1:N/0e6XlmueqKjAGxoOufVs8QHGRruUQn6yWY3a++T0U=
 golang.org/x/oauth2 v0.0.0-20190226205417-e64efc72b421/go.mod h1:gOpvHmFTYa4IltrdGE7lF6nIHvwfUNPOp7c8zoXwtLw=
 golang.org/x/oauth2 v0.0.0-20190604053449-0f29369cfe45/go.mod h1:gOpvHmFTYa4IltrdGE7lF6nIHvwfUNPOp7c8zoXwtLw=

go.toolchain.branch

@@ -1 +1 @@
-tailscale.go1.23
+tailscale.go1.24

go.toolchain.rev

@@ -1 +1 @@
-65c3f5f3fc9d96f56a37a79cad4ebbd7ff985801
+4fdaeeb8fe43bcdb4e8cc736433b9cd9c0ddd221

gokrazy/build.go

@@ -11,7 +11,6 @@ package main
 
 import (
 	"bytes"
-	"cmp"
 	"encoding/json"
 	"errors"
 	"flag"
@@ -30,7 +29,6 @@ import (
 var (
 	app    = flag.String("app", "tsapp", "appliance name; one of the subdirectories of gokrazy/")
 	bucket = flag.String("bucket", "tskrazy-import", "S3 bucket to upload disk image to while making AMI")
-	goArch = flag.String("arch", cmp.Or(os.Getenv("GOARCH"), "amd64"), "GOARCH architecture to build for: arm64 or amd64")
 	build  = flag.Bool("build", false, "if true, just build locally and stop, without uploading")
 )
 
@@ -54,6 +52,26 @@ func findMkfsExt4() (string, error) {
 	return "", errors.New("No mkfs.ext4 found on system")
 }
 
+var conf gokrazyConfig
+
+// gokrazyConfig is the subset of gokrazy/internal/config.Struct
+// that we care about.
+type gokrazyConfig struct {
+	// Environment is os.Environment pairs to use when
+	// building userspace.
+	// See https://gokrazy.org/userguide/instance-config/#environment
+	Environment []string
+}
+
+func (c *gokrazyConfig) GOARCH() string {
+	for _, e := range c.Environment {
+		if v, ok := strings.CutPrefix(e, "GOARCH="); ok {
+			return v
+		}
+	}
+	return ""
+}
+
 func main() {
 	flag.Parse()
 
@@ -61,6 +79,19 @@ func main() {
 		log.Fatalf("--app must be non-empty name such as 'tsapp' or 'natlabapp'")
 	}
 
+	confJSON, err := os.ReadFile(filepath.Join(*app, "config.json"))
+	if err != nil {
+		log.Fatalf("reading config.json: %v", err)
+	}
+	if err := json.Unmarshal(confJSON, &conf); err != nil {
+		log.Fatalf("unmarshaling config.json: %v", err)
+	}
+	switch conf.GOARCH() {
+	case "amd64", "arm64":
+	default:
+		log.Fatalf("config.json GOARCH %q must be amd64 or arm64", conf.GOARCH())
+	}
+
 	if err := buildImage(); err != nil {
 		log.Fatalf("build image: %v", err)
 	}
@@ -106,7 +137,6 @@ func buildImage() error {
 	// Build the tsapp.img
 	var buf bytes.Buffer
 	cmd := exec.Command("go", "run",
-		"-exec=env GOOS=linux GOARCH="+*goArch+" ",
 		"github.com/gokrazy/tools/cmd/gok",
 		"--parent_dir="+dir,
 		"--instance="+*app,
@@ -253,13 +283,13 @@ func waitForImportSnapshot(importTaskID string) (snapID string, err error) {
 
 func makeAMI(name, ebsSnapID string) (ami string, err error) {
 	var arch string
-	switch *goArch {
+	switch conf.GOARCH() {
 	case "arm64":
 		arch = "arm64"
 	case "amd64":
 		arch = "x86_64"
 	default:
-		return "", fmt.Errorf("unknown arch %q", *goArch)
+		return "", fmt.Errorf("unknown arch %q", conf.GOARCH())
 	}
 	out, err := exec.Command("aws", "ec2", "register-image",
 		"--name", name,

gokrazy/go.mod

@@ -1,13 +1,13 @@
 module tailscale.com/gokrazy
 
-go 1.23.1
+go 1.23
 
-require github.com/gokrazy/tools v0.0.0-20240730192548-9f81add3a91e
+require github.com/gokrazy/tools v0.0.0-20250128200151-63160424957c
 
 require (
 	github.com/breml/rootcerts v0.2.10 // indirect
 	github.com/donovanhide/eventsource v0.0.0-20210830082556-c59027999da0 // indirect
-	github.com/gokrazy/internal v0.0.0-20240629150625-a0f1dee26ef5 // indirect
+	github.com/gokrazy/internal v0.0.0-20250126213949-423a5b587b57 // indirect
 	github.com/gokrazy/updater v0.0.0-20230215172637-813ccc7f21e2 // indirect
 	github.com/google/renameio/v2 v2.0.0 // indirect
 	github.com/inconshreveable/mousetrap v1.1.0 // indirect
@@ -15,9 +15,5 @@ require (
 	github.com/spf13/pflag v1.0.5 // indirect
 	golang.org/x/mod v0.11.0 // indirect
 	golang.org/x/sync v0.1.0 // indirect
-	golang.org/x/sys v0.20.0 // indirect
+	golang.org/x/sys v0.28.0 // indirect
 )
-
-replace github.com/gokrazy/gokrazy => github.com/tailscale/gokrazy v0.0.0-20240812224643-6b21ddf64678
-
-replace github.com/gokrazy/tools => github.com/tailscale/gokrazy-tools v0.0.0-20240730192548-9f81add3a91e

gokrazy/go.sum

@@ -3,8 +3,10 @@ github.com/breml/rootcerts v0.2.10/go.mod h1:24FDtzYMpqIeYC7QzaE8VPRQaFZU5TIUDly
 github.com/cpuguy83/go-md2man/v2 v2.0.2/go.mod h1:tgQtvFlXSQOSOSIRvRPT7W67SCa46tRHOmNcaadrF8o=
 github.com/donovanhide/eventsource v0.0.0-20210830082556-c59027999da0 h1:C7t6eeMaEQVy6e8CarIhscYQlNmw5e3G36y7l7Y21Ao=
 github.com/donovanhide/eventsource v0.0.0-20210830082556-c59027999da0/go.mod h1:56wL82FO0bfMU5RvfXoIwSOP2ggqqxT+tAfNEIyxuHw=
-github.com/gokrazy/internal v0.0.0-20240629150625-a0f1dee26ef5 h1:XDklMxV0pE5jWiNaoo5TzvWfqdoiRRScmr4ZtDzE4Uw=
-github.com/gokrazy/internal v0.0.0-20240629150625-a0f1dee26ef5/go.mod h1:t3ZirVhcs9bH+fPAJuGh51rzT7sVCZ9yfXvszf0ZjF0=
+github.com/gokrazy/internal v0.0.0-20250126213949-423a5b587b57 h1:f5bEvO4we3fbfiBkECrrUgWQ8OH6J3SdB2Dwxid/Yx4=
+github.com/gokrazy/internal v0.0.0-20250126213949-423a5b587b57/go.mod h1:SJG1KwuJQXFEoBgryaNCkMbdISyovDgZd0xmXJRZmiw=
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gokrazy/natlabapp.arm64/builddir/tailscale.com/go.sum

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@@ -46,10 +72,14 @@ github.com/djherbis/times v1.6.0 h1:w2ctJ92J8fBvWPxugmXIv7Nz7Q3iDMKNx9v5ocVH20c=
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@@ -62,6 +92,8 @@ github.com/google/uuid v1.6.0 h1:NIvaJDMOsjHA8n1jAhLSgzrAzy1Hgr+hNrb57e+94F0=
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@@ -70,6 +102,8 @@ github.com/illarion/gonotify v1.0.1 h1:F1d+0Fgbq/sDWjj/r66ekjDG+IDeecQKUFH4wNwso
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@@ -84,6 +118,8 @@ github.com/kballard/go-shellquote v0.0.0-20180428030007-95032a82bc51 h1:Z9n2FFNU
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@@ -96,6 +132,8 @@ github.com/mdlayher/genetlink v1.3.2 h1:KdrNKe+CTu+IbZnm/GVUMXSqBBLqcGpRDa0xkQy5
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@@ -126,12 +164,18 @@ github.com/tailscale/netlink v1.1.1-0.20240822203006-4d49adab4de7 h1:uFsXVBE9Qr4
 github.com/tailscale/netlink v1.1.1-0.20240822203006-4d49adab4de7/go.mod h1:NzVQi3Mleb+qzq8VmcWpSkcSYxXIg0DkI6XDzpVkhJ0=
 github.com/tailscale/peercred v0.0.0-20240214030740-b535050b2aa4 h1:Gz0rz40FvFVLTBk/K8UNAenb36EbDSnh+q7Z9ldcC8w=
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@@ -144,6 +188,8 @@ github.com/u-root/u-root v0.12.0 h1:K0AuBFriwr0w/PGS3HawiAw89e3+MU7ks80GpghAsNs=
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@@ -152,42 +198,66 @@ github.com/x448/float16 v0.8.4 h1:qLwI1I70+NjRFUR3zs1JPUCgaCXSh3SW62uAKT1mSBM=
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gokrazy/natlabapp.arm64/config.json

@@ -20,6 +20,10 @@
             }
         }
     },
+    "Environment": [
+        "GOOS=linux",
+        "GOARCH=arm64"
+    ],
     "KernelPackage": "github.com/gokrazy/kernel.arm64",
     "FirmwarePackage": "github.com/gokrazy/kernel.arm64",
     "EEPROMPackage": "",

gokrazy/natlabapp/builddir/tailscale.com/go.sum

@@ -4,32 +4,58 @@ github.com/anmitsu/go-shlex v0.0.0-20200514113438-38f4b401e2be h1:9AeTilPcZAjCFI
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@@ -46,10 +72,14 @@ github.com/djherbis/times v1.6.0 h1:w2ctJ92J8fBvWPxugmXIv7Nz7Q3iDMKNx9v5ocVH20c=
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@@ -62,6 +92,8 @@ github.com/google/uuid v1.6.0 h1:NIvaJDMOsjHA8n1jAhLSgzrAzy1Hgr+hNrb57e+94F0=
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@@ -86,6 +118,8 @@ github.com/kballard/go-shellquote v0.0.0-20180428030007-95032a82bc51 h1:Z9n2FFNU
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@@ -98,6 +132,8 @@ github.com/mdlayher/genetlink v1.3.2 h1:KdrNKe+CTu+IbZnm/GVUMXSqBBLqcGpRDa0xkQy5
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@@ -128,14 +164,20 @@ github.com/tailscale/netlink v1.1.1-0.20240822203006-4d49adab4de7 h1:uFsXVBE9Qr4
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@@ -148,6 +190,8 @@ github.com/u-root/u-root v0.12.0 h1:K0AuBFriwr0w/PGS3HawiAw89e3+MU7ks80GpghAsNs=
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@@ -156,42 +200,66 @@ github.com/x448/float16 v0.8.4 h1:qLwI1I70+NjRFUR3zs1JPUCgaCXSh3SW62uAKT1mSBM=
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gokrazy/natlabapp/config.json

@@ -20,6 +20,10 @@
             }
         }
     },
+    "Environment": [
+        "GOOS=linux",
+        "GOARCH=amd64"
+    ],
     "KernelPackage": "github.com/tailscale/gokrazy-kernel",
     "FirmwarePackage": "",
     "EEPROMPackage": "",

gokrazy/tsapp/builddir/tailscale.com/go.sum

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@@ -58,12 +90,16 @@ github.com/google/uuid v1.6.0 h1:NIvaJDMOsjHA8n1jAhLSgzrAzy1Hgr+hNrb57e+94F0=
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@@ -78,6 +114,8 @@ github.com/kballard/go-shellquote v0.0.0-20180428030007-95032a82bc51 h1:Z9n2FFNU
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@@ -90,6 +128,8 @@ github.com/mdlayher/genetlink v1.3.2 h1:KdrNKe+CTu+IbZnm/GVUMXSqBBLqcGpRDa0xkQy5
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@@ -116,14 +156,22 @@ github.com/tailscale/hujson v0.0.0-20221223112325-20486734a56a h1:SJy1Pu0eH1C29X
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@@ -136,6 +184,8 @@ github.com/u-root/u-root v0.12.0 h1:K0AuBFriwr0w/PGS3HawiAw89e3+MU7ks80GpghAsNs=
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@@ -144,42 +194,66 @@ github.com/x448/float16 v0.8.4 h1:qLwI1I70+NjRFUR3zs1JPUCgaCXSh3SW62uAKT1mSBM=
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 gvisor.dev/gvisor v0.0.0-20240722211153-64c016c92987 h1:TU8z2Lh3Bbq77w0t1eG8yRlLcNHzZu3x6mhoH2Mk0c8=
 gvisor.dev/gvisor v0.0.0-20240722211153-64c016c92987/go.mod h1:sxc3Uvk/vHcd3tj7/DHVBoR5wvWT/MmRq2pj7HRJnwU=
+gvisor.dev/gvisor v0.0.0-20250205023644-9414b50a5633 h1:2gap+Kh/3F47cO6hAu3idFvsJ0ue6TRcEi2IUkv/F8k=
+gvisor.dev/gvisor v0.0.0-20250205023644-9414b50a5633/go.mod h1:5DMfjtclAbTIjbXqO1qCe2K5GKKxWz2JHvCChuTcJEM=
 k8s.io/client-go v0.30.1 h1:uC/Ir6A3R46wdkgCV3vbLyNOYyCJ8oZnjtJGKfytl/Q=
 k8s.io/client-go v0.30.1/go.mod h1:wrAqLNs2trwiCH/wxxmT/x3hKVH9PuV0GGW0oDoHVqc=
 k8s.io/client-go v0.30.3 h1:bHrJu3xQZNXIi8/MoxYtZBBWQQXwy16zqJwloXXfD3k=
 k8s.io/client-go v0.30.3/go.mod h1:8d4pf8vYu665/kUbsxWAQ/JDBNWqfFeZnvFiVdmx89U=
+k8s.io/client-go v0.32.0 h1:DimtMcnN/JIKZcrSrstiwvvZvLjG0aSxy8PxN8IChp8=
+k8s.io/client-go v0.32.0/go.mod h1:boDWvdM1Drk4NJj/VddSLnx59X3OPgwrOo0vGbtq9+8=
 nhooyr.io/websocket v1.8.10 h1:mv4p+MnGrLDcPlBoWsvPP7XCzTYMXP9F9eIGoKbgx7Q=
 nhooyr.io/websocket v1.8.10/go.mod h1:rN9OFWIUwuxg4fR5tELlYC04bXYowCP9GX47ivo2l+c=
 sigs.k8s.io/yaml v1.4.0 h1:Mk1wCc2gy/F0THH0TAp1QYyJNzRm2KCLy3o5ASXVI5E=

gokrazy/tsapp/config.json

@@ -27,6 +27,10 @@
             }
         }
     },
+    "Environment": [
+        "GOOS=linux",
+        "GOARCH=amd64"
+    ],
     "KernelPackage": "github.com/tailscale/gokrazy-kernel",
     "FirmwarePackage": "github.com/tailscale/gokrazy-kernel",
     "InternalCompatibilityFlags": {}

internal/client/tailscale/tailscale.go

@@ -0,0 +1,83 @@
+// Copyright (c) Tailscale Inc & AUTHORS
+// SPDX-License-Identifier: BSD-3-Clause
+
+// Package tailscale provides a minimal control plane API client for internal
+// use. A full client for 3rd party use is available at
+// tailscale.com/client/tailscale/v2. The internal client is provided to avoid
+// having to import that whole package.
+package tailscale
+
+import (
+	"errors"
+	"io"
+	"net/http"
+
+	tsclient "tailscale.com/client/tailscale"
+)
+
+// maxSize is the maximum read size (10MB) of responses from the server.
+const maxReadSize = 10 << 20
+
+func init() {
+	tsclient.I_Acknowledge_This_API_Is_Unstable = true
+}
+
+// AuthMethod is an alias to tailscale.com/client/tailscale.
+type AuthMethod = tsclient.AuthMethod
+
+// Device is an alias to tailscale.com/client/tailscale.
+type Device = tsclient.Device
+
+// DeviceFieldsOpts is an alias to tailscale.com/client/tailscale.
+type DeviceFieldsOpts = tsclient.DeviceFieldsOpts
+
+// Key is an alias to tailscale.com/client/tailscale.
+type Key = tsclient.Key
+
+// KeyCapabilities is an alias to tailscale.com/client/tailscale.
+type KeyCapabilities = tsclient.KeyCapabilities
+
+// KeyDeviceCapabilities is an alias to tailscale.com/client/tailscale.
+type KeyDeviceCapabilities = tsclient.KeyDeviceCapabilities
+
+// KeyDeviceCreateCapabilities is an alias to tailscale.com/client/tailscale.
+type KeyDeviceCreateCapabilities = tsclient.KeyDeviceCreateCapabilities
+
+// ErrResponse is an alias to tailscale.com/client/tailscale.
+type ErrResponse = tsclient.ErrResponse
+
+// NewClient is an alias to tailscale.com/client/tailscale.
+func NewClient(tailnet string, auth AuthMethod) *Client {
+	return &Client{
+		Client: tsclient.NewClient(tailnet, auth),
+	}
+}
+
+// Client is a wrapper of tailscale.com/client/tailscale.
+type Client struct {
+	*tsclient.Client
+}
+
+// HandleErrorResponse is an alias to tailscale.com/client/tailscale.
+func HandleErrorResponse(b []byte, resp *http.Response) error {
+	return tsclient.HandleErrorResponse(b, resp)
+}
+
+// SendRequest add the authentication key to the request and sends it. It
+// receives the response and reads up to 10MB of it.
+func SendRequest(c *Client, req *http.Request) ([]byte, *http.Response, error) {
+	resp, err := c.Do(req)
+	if err != nil {
+		return nil, resp, err
+	}
+	defer resp.Body.Close()
+
+	// Read response. Limit the response to 10MB.
+	// This limit is carried over from client/tailscale/tailscale.go.
+	body := io.LimitReader(resp.Body, maxReadSize+1)
+	b, err := io.ReadAll(body)
+	if len(b) > maxReadSize {
+		err = errors.New("API response too large")
+	}
+	return b, resp, err
+}

internal/client/tailscale/vip_service.go

@@ -0,0 +1,103 @@
+// Copyright (c) Tailscale Inc & AUTHORS
+// SPDX-License-Identifier: BSD-3-Clause
+
+package tailscale
+
+import (
+	"bytes"
+	"context"
+	"encoding/json"
+	"fmt"
+	"net/http"
+
+	"tailscale.com/tailcfg"
+	"tailscale.com/util/httpm"
+)
+
+// VIPService is a Tailscale VIPService with Tailscale API JSON representation.
+type VIPService struct {
+	// Name is a VIPService name in form svc:<leftmost-label-of-service-DNS-name>.
+	Name tailcfg.ServiceName `json:"name,omitempty"`
+	// Addrs are the IP addresses of the VIP Service. There are two addresses:
+	// the first is IPv4 and the second is IPv6.
+	// When creating a new VIP Service, the IP addresses are optional: if no
+	// addresses are specified then they will be selected. If an IPv4 address is
+	// specified at index 0, then that address will attempt to be used. An IPv6
+	// address can not be specified upon creation.
+	Addrs []string `json:"addrs,omitempty"`
+	// Comment is an optional text string for display in the admin panel.
+	Comment string `json:"comment,omitempty"`
+	// Ports are the ports of a VIPService that will be configured via Tailscale serve config.
+	// If set, any node wishing to advertise this VIPService must have this port configured via Tailscale serve.
+	Ports []string `json:"ports,omitempty"`
+	// Tags are optional ACL tags that will be applied to the VIPService.
+	Tags []string `json:"tags,omitempty"`
+}
+
+// GetVIPService retrieves a VIPService by its name. It returns 404 if the VIPService is not found.
+func (client *Client) GetVIPService(ctx context.Context, name tailcfg.ServiceName) (*VIPService, error) {
+	path := client.BuildTailnetURL("vip-services", name.String())
+	req, err := http.NewRequestWithContext(ctx, httpm.GET, path, nil)
+	if err != nil {
+		return nil, fmt.Errorf("error creating new HTTP request: %w", err)
+	}
+	b, resp, err := SendRequest(client, req)
+	if err != nil {
+		return nil, fmt.Errorf("error making Tailsale API request: %w", err)
+	}
+	// If status code was not successful, return the error.
+	// TODO: Change the check for the StatusCode to include other 2XX success codes.
+	if resp.StatusCode != http.StatusOK {
+		return nil, HandleErrorResponse(b, resp)
+	}
+	svc := &VIPService{}
+	if err := json.Unmarshal(b, svc); err != nil {
+		return nil, err
+	}
+	return svc, nil
+}
+
+// CreateOrUpdateVIPService creates or updates a VIPService by its name. Caller must ensure that, if the
+// VIPService already exists, the VIPService is fetched first to ensure that any auto-allocated IP addresses are not
+// lost during the update. If the VIPService was created without any IP addresses explicitly set (so that they were
+// auto-allocated by Tailscale) any subsequent request to this function that does not set any IP addresses will error.
+func (client *Client) CreateOrUpdateVIPService(ctx context.Context, svc *VIPService) error {
+	data, err := json.Marshal(svc)
+	if err != nil {
+		return err
+	}
+	path := client.BuildTailnetURL("vip-services", svc.Name.String())
+	req, err := http.NewRequestWithContext(ctx, httpm.PUT, path, bytes.NewBuffer(data))
+	if err != nil {
+		return fmt.Errorf("error creating new HTTP request: %w", err)
+	}
+	b, resp, err := SendRequest(client, req)
+	if err != nil {
+		return fmt.Errorf("error making Tailscale API request: %w", err)
+	}
+	// If status code was not successful, return the error.
+	// TODO: Change the check for the StatusCode to include other 2XX success codes.
+	if resp.StatusCode != http.StatusOK {
+		return HandleErrorResponse(b, resp)
+	}
+	return nil
+}
+
+// DeleteVIPService deletes a VIPService by its name. It returns an error if the VIPService
+// does not exist or if the deletion fails.
+func (client *Client) DeleteVIPService(ctx context.Context, name tailcfg.ServiceName) error {
+	path := client.BuildTailnetURL("vip-services", name.String())
+	req, err := http.NewRequestWithContext(ctx, httpm.DELETE, path, nil)
+	if err != nil {
+		return fmt.Errorf("error creating new HTTP request: %w", err)
+	}
+	b, resp, err := SendRequest(client, req)
+	if err != nil {
+		return fmt.Errorf("error making Tailscale API request: %w", err)
+	}
+	// If status code was not successful, return the error.
+	if resp.StatusCode != http.StatusOK {
+		return HandleErrorResponse(b, resp)
+	}
+	return nil
+}

ipn/auditlog/auditlog.go

@@ -0,0 +1,466 @@
+// Copyright (c) Tailscale Inc & AUTHORS
+// SPDX-License-Identifier: BSD-3-Clause
+
+// Package auditlog provides a mechanism for logging audit events.
+package auditlog
+
+import (
+	"context"
+	"encoding/json"
+	"errors"
+	"fmt"
+	"sort"
+	"sync"
+	"time"
+
+	"tailscale.com/ipn"
+	"tailscale.com/tailcfg"
+	"tailscale.com/types/logger"
+	"tailscale.com/util/rands"
+	"tailscale.com/util/set"
+)
+
+// transaction represents an audit log that has not yet been sent to the control plane.
+type transaction struct {
+	// EventID is the unique identifier for the event being logged.
+	// This is used on the client side only and is not sent to control.
+	EventID string `json:",omitempty"`
+	// Retries is the number of times the logger has attempted to send this log.
+	// This is used on the client side only and is not sent to control.
+	Retries int `json:",omitempty"`
+
+	// Action is the action to be logged. It must correspond to a known action in the control plane.
+	Action tailcfg.ClientAuditAction `json:",omitempty"`
+	// Details is an opaque string specific to the action being logged. Empty strings may not
+	// be valid depending on the action being logged.
+	Details string `json:",omitempty"`
+	// TimeStamp is the time at which the audit log was generated on the node.
+	TimeStamp time.Time `json:",omitzero"`
+}
+
+// Transport provides a means for a client to send audit logs to a consumer (typically the control plane).
+type Transport interface {
+	// SendAuditLog sends an audit log to a consumer of audit logs.
+	// Errors should be checked with [IsRetryableError] for retryability.
+	SendAuditLog(context.Context, tailcfg.AuditLogRequest) error
+}
+
+// LogStore provides a means for a [Logger] to persist logs to disk or memory.
+type LogStore interface {
+	// Save saves the given data to a persistent store. Save will overwrite existing data
+	// for the given key.
+	save(key ipn.ProfileID, txns []*transaction) error
+
+	// Load retrieves the data from a persistent store.  Returns a nil slice and
+	// no error if no data exists for the given key.
+	load(key ipn.ProfileID) ([]*transaction, error)
+}
+
+// Opts contains the configuration options for a [Logger].
+type Opts struct {
+	// RetryLimit is the maximum number of attempts the logger will make to send a log before giving up.
+	RetryLimit int
+	// Store is the persistent store used to save logs to disk. Must be non-nil.
+	Store LogStore
+	// Logf is the logger used to log messages from the audit logger. Must be non-nil.
+	Logf logger.Logf
+}
+
+// IsRetryableError returns true if the given error is retryable
+// See [controlclient.apiResponseError].  Potentially retryable errors implement the Retryable() method.
+func IsRetryableError(err error) bool {
+	var retryable interface{ Retryable() bool }
+	return errors.As(err, &retryable) && retryable.Retryable()
+}
+
+type backoffOpts struct {
+	min, max   time.Duration
+	multiplier float64
+}
+
+// .5, 1, 2, 4, 8, 10, 10, 10, 10, 10...
+var defaultBackoffOpts = backoffOpts{
+	min:        time.Millisecond * 500,
+	max:        10 * time.Second,
+	multiplier: 2,
+}
+
+// Logger provides a queue-based mechanism for submitting audit logs to the control plane - or
+// another suitable consumer. Logs are stored to disk and retried until they are successfully sent,
+// or until they permanently fail.
+//
+// Each individual profile/controlclient tuple should construct and manage a unique [Logger] instance.
+type Logger struct {
+	logf        logger.Logf
+	retryLimit  int                // the maximum number of attempts to send a log before giving up.
+	flusher     chan struct{}      // channel used to signal a flush operation.
+	done        chan struct{}      // closed when the flush worker exits.
+	ctx         context.Context    // canceled when the logger is stopped.
+	ctxCancel   context.CancelFunc // cancels ctx.
+	backoffOpts                    // backoff settings for retry operations.
+
+	// mu protects the fields below.
+	mu        sync.Mutex
+	store     LogStore      // persistent storage for unsent logs.
+	profileID ipn.ProfileID // empty if [Logger.SetProfileID] has not been called.
+	transport Transport     // nil until [Logger.Start] is called.
+}
+
+// NewLogger creates a new [Logger] with the given options.
+func NewLogger(opts Opts) *Logger {
+	ctx, cancel := context.WithCancel(context.Background())
+
+	al := &Logger{
+		retryLimit:  opts.RetryLimit,
+		logf:        logger.WithPrefix(opts.Logf, "auditlog: "),
+		store:       opts.Store,
+		flusher:     make(chan struct{}, 1),
+		done:        make(chan struct{}),
+		ctx:         ctx,
+		ctxCancel:   cancel,
+		backoffOpts: defaultBackoffOpts,
+	}
+	al.logf("created")
+	return al
+}
+
+// FlushAndStop synchronously flushes all pending logs and stops the audit logger.
+// This will block until a final flush operation completes or context is done.
+// If the logger is already stopped, this will return immediately.  All unsent
+// logs will be persisted to the store.
+func (al *Logger) FlushAndStop(ctx context.Context) {
+	al.stop()
+	al.flush(ctx)
+}
+
+// SetProfileID sets the profileID for the logger. This must be called before any logs can be enqueued.
+// The profileID of a logger cannot be changed once set.
+func (al *Logger) SetProfileID(profileID ipn.ProfileID) error {
+	al.mu.Lock()
+	defer al.mu.Unlock()
+	if al.profileID != "" {
+		return errors.New("profileID already set")
+	}
+
+	al.profileID = profileID
+	return nil
+}
+
+// Start starts the audit logger with the given transport.
+// It returns an error if the logger is already started.
+func (al *Logger) Start(t Transport) error {
+	al.mu.Lock()
+	defer al.mu.Unlock()
+
+	if al.transport != nil {
+		return errors.New("already started")
+	}
+
+	al.transport = t
+	pending, err := al.storedCountLocked()
+	if err != nil {
+		al.logf("[unexpected] failed to restore logs: %v", err)
+	}
+	go al.flushWorker()
+	if pending > 0 {
+		al.flushAsync()
+	}
+	return nil
+}
+
+// ErrAuditLogStorageFailure is returned when the logger fails to persist logs to the store.
+var ErrAuditLogStorageFailure = errors.New("audit log storage failure")
+
+// Enqueue queues an audit log to be sent to the control plane (or another suitable consumer/transport).
+// This will return an error if the underlying store fails to save the log or we fail to generate a unique
+// eventID for the log.
+func (al *Logger) Enqueue(action tailcfg.ClientAuditAction, details string) error {
+	txn := &transaction{
+		Action:    action,
+		Details:   details,
+		TimeStamp: time.Now(),
+	}
+	// Generate a suitably random eventID for the transaction.
+	txn.EventID = fmt.Sprint(txn.TimeStamp, rands.HexString(16))
+	return al.enqueue(txn)
+}
+
+// flushAsync requests an asynchronous flush.
+// It is a no-op if a flush is already pending.
+func (al *Logger) flushAsync() {
+	select {
+	case al.flusher <- struct{}{}:
+	default:
+	}
+}
+
+func (al *Logger) flushWorker() {
+	defer close(al.done)
+
+	var retryDelay time.Duration
+	retry := time.NewTimer(0)
+	retry.Stop()
+
+	for {
+		select {
+		case <-al.ctx.Done():
+			return
+		case <-al.flusher:
+			err := al.flush(al.ctx)
+			switch {
+			case errors.Is(err, context.Canceled):
+				// The logger was stopped, no need to retry.
+				return
+			case err != nil:
+				retryDelay = max(al.backoffOpts.min, min(retryDelay*time.Duration(al.backoffOpts.multiplier), al.backoffOpts.max))
+				al.logf("retrying after %v, %v", retryDelay, err)
+				retry.Reset(retryDelay)
+			default:
+				retryDelay = 0
+				retry.Stop()
+			}
+		case <-retry.C:
+			al.flushAsync()
+		}
+	}
+}
+
+// flush attempts to send all pending logs to the control plane.
+// l.mu must not be held.
+func (al *Logger) flush(ctx context.Context) error {
+	al.mu.Lock()
+	pending, err := al.store.load(al.profileID)
+	t := al.transport
+	al.mu.Unlock()
+
+	if err != nil {
+		// This will catch nil profileIDs
+		return fmt.Errorf("failed to restore pending logs: %w", err)
+	}
+	if len(pending) == 0 {
+		return nil
+	}
+	if t == nil {
+		return errors.New("no transport")
+	}
+
+	complete, unsent := al.sendToTransport(ctx, pending, t)
+	al.markTransactionsDone(complete)
+
+	al.mu.Lock()
+	defer al.mu.Unlock()
+	if err = al.appendToStoreLocked(unsent); err != nil {
+		al.logf("[unexpected] failed to persist logs: %v", err)
+	}
+
+	if len(unsent) != 0 {
+		return fmt.Errorf("failed to send %d logs", len(unsent))
+	}
+
+	if len(complete) != 0 {
+		al.logf("complete %d audit log transactions", len(complete))
+	}
+	return nil
+}
+
+// sendToTransport sends all pending logs to the control plane. Returns a pair of slices
+// containing the logs that were successfully sent (or failed permanently) and those that were not.
+//
+// This may require multiple round trips to the control plane and can be a long running transaction.
+func (al *Logger) sendToTransport(ctx context.Context, pending []*transaction, t Transport) (complete []*transaction, unsent []*transaction) {
+	for i, txn := range pending {
+		req := tailcfg.AuditLogRequest{
+			Action:    tailcfg.ClientAuditAction(txn.Action),
+			Details:   txn.Details,
+			Timestamp: txn.TimeStamp,
+		}
+
+		if err := t.SendAuditLog(ctx, req); err != nil {
+			switch {
+			case errors.Is(err, context.Canceled) || errors.Is(err, context.DeadlineExceeded):
+				// The contex is done.  All further attempts will fail.
+				unsent = append(unsent, pending[i:]...)
+				return complete, unsent
+			case IsRetryableError(err) && txn.Retries+1 < al.retryLimit:
+				// We permit a maximum number of retries for each log. All retriable
+				// errors should be transient and we should be able to send the log eventually, but
+				// we don't want logs to be persisted indefinitely.
+				txn.Retries++
+				unsent = append(unsent, txn)
+			default:
+				complete = append(complete, txn)
+				al.logf("failed permanently: %v", err)
+			}
+		} else {
+			// No error - we're done.
+			complete = append(complete, txn)
+		}
+	}
+
+	return complete, unsent
+}
+
+func (al *Logger) stop() {
+	al.mu.Lock()
+	t := al.transport
+	al.mu.Unlock()
+
+	if t == nil {
+		// No transport means no worker goroutine and done will not be
+		// closed if we cancel the context.
+		return
+	}
+
+	al.ctxCancel()
+	<-al.done
+	al.logf("stopped for profileID: %v", al.profileID)
+}
+
+// appendToStoreLocked persists logs to the store.  This will deduplicate
+// logs so it is safe to call this with the same logs multiple time, to
+// requeue failed transactions for example.
+//
+// l.mu must be held.
+func (al *Logger) appendToStoreLocked(txns []*transaction) error {
+	if len(txns) == 0 {
+		return nil
+	}
+
+	if al.profileID == "" {
+		return errors.New("no logId set")
+	}
+
+	persisted, err := al.store.load(al.profileID)
+	if err != nil {
+		al.logf("[unexpected] append failed to restore logs: %v", err)
+	}
+
+	// The order is important here.  We want the latest transactions first, which will
+	// ensure when we dedup, the new transactions are seen and the older transactions
+	// are discarded.
+	txnsOut := append(txns, persisted...)
+	txnsOut = deduplicateAndSort(txnsOut)
+
+	return al.store.save(al.profileID, txnsOut)
+}
+
+// storedCountLocked returns the number of logs persisted to the store.
+// al.mu must be held.
+func (al *Logger) storedCountLocked() (int, error) {
+	persisted, err := al.store.load(al.profileID)
+	return len(persisted), err
+}
+
+// markTransactionsDone removes logs from the store that are complete (sent or failed permanently).
+// al.mu must not be held.
+func (al *Logger) markTransactionsDone(sent []*transaction) {
+	al.mu.Lock()
+	defer al.mu.Unlock()
+
+	ids := set.Set[string]{}
+	for _, txn := range sent {
+		ids.Add(txn.EventID)
+	}
+
+	persisted, err := al.store.load(al.profileID)
+	if err != nil {
+		al.logf("[unexpected] markTransactionsDone failed to restore logs: %v", err)
+	}
+	var unsent []*transaction
+	for _, txn := range persisted {
+		if !ids.Contains(txn.EventID) {
+			unsent = append(unsent, txn)
+		}
+	}
+	al.store.save(al.profileID, unsent)
+}
+
+// deduplicateAndSort removes duplicate logs from the given slice and sorts them by timestamp.
+// The first log entry in the slice will be retained, subsequent logs with the same EventID will be discarded.
+func deduplicateAndSort(txns []*transaction) []*transaction {
+	seen := set.Set[string]{}
+	deduped := make([]*transaction, 0, len(txns))
+	for _, txn := range txns {
+		if !seen.Contains(txn.EventID) {
+			deduped = append(deduped, txn)
+			seen.Add(txn.EventID)
+		}
+	}
+	// Sort logs by timestamp - oldest to newest. This will put the oldest logs at
+	// the front of the queue.
+	sort.Slice(deduped, func(i, j int) bool {
+		return deduped[i].TimeStamp.Before(deduped[j].TimeStamp)
+	})
+	return deduped
+}
+
+func (al *Logger) enqueue(txn *transaction) error {
+	al.mu.Lock()
+	defer al.mu.Unlock()
+
+	if err := al.appendToStoreLocked([]*transaction{txn}); err != nil {
+		return fmt.Errorf("%w: %w", ErrAuditLogStorageFailure, err)
+	}
+
+	// If a.transport is nil if the logger is stopped.
+	if al.transport != nil {
+		al.flushAsync()
+	}
+
+	return nil
+}
+
+var _ LogStore = (*logStateStore)(nil)
+
+// logStateStore is a concrete implementation of [LogStore]
+// using [ipn.StateStore] as the underlying storage.
+type logStateStore struct {
+	store ipn.StateStore
+}
+
+// NewLogStore creates a new LogStateStore with the given [ipn.StateStore].
+func NewLogStore(store ipn.StateStore) LogStore {
+	return &logStateStore{
+		store: store,
+	}
+}
+
+func (s *logStateStore) generateKey(key ipn.ProfileID) string {
+	return "auditlog-" + string(key)
+}
+
+// Save saves the given logs to an [ipn.StateStore]. This overwrites
+// any existing entries for the given key.
+func (s *logStateStore) save(key ipn.ProfileID, txns []*transaction) error {
+	if key == "" {
+		return errors.New("empty key")
+	}
+
+	data, err := json.Marshal(txns)
+	if err != nil {
+		return err
+	}
+	k := ipn.StateKey(s.generateKey(key))
+	return s.store.WriteState(k, data)
+}
+
+// Load retrieves the logs from an [ipn.StateStore].
+func (s *logStateStore) load(key ipn.ProfileID) ([]*transaction, error) {
+	if key == "" {
+		return nil, errors.New("empty key")
+	}
+
+	k := ipn.StateKey(s.generateKey(key))
+	data, err := s.store.ReadState(k)
+
+	switch {
+	case errors.Is(err, ipn.ErrStateNotExist):
+		return nil, nil
+	case err != nil:
+		return nil, err
+	}
+
+	var txns []*transaction
+	err = json.Unmarshal(data, &txns)
+	return txns, err
+}

ipn/auditlog/auditlog_test.go

@@ -0,0 +1,481 @@
+// Copyright (c) Tailscale Inc & AUTHORS
+// SPDX-License-Identifier: BSD-3-Clause
+
+package auditlog
+
+import (
+	"context"
+	"errors"
+	"fmt"
+	"sync"
+	"testing"
+	"time"
+
+	qt "github.com/frankban/quicktest"
+	"tailscale.com/ipn/store/mem"
+	"tailscale.com/tailcfg"
+	"tailscale.com/tstest"
+)
+
+// loggerForTest creates an auditLogger for you and cleans it up
+// (and ensures no goroutines are leaked) when the test is done.
+func loggerForTest(t *testing.T, opts Opts) *Logger {
+	t.Helper()
+	tstest.ResourceCheck(t)
+
+	if opts.Logf == nil {
+		opts.Logf = t.Logf
+	}
+
+	if opts.Store == nil {
+		t.Fatalf("opts.Store must be set")
+	}
+
+	a := NewLogger(opts)
+
+	t.Cleanup(func() {
+		a.FlushAndStop(context.Background())
+	})
+	return a
+}
+
+func TestNonRetryableErrors(t *testing.T) {
+	errorTests := []struct {
+		desc string
+		err  error
+		want bool
+	}{
+		{"DeadlineExceeded", context.DeadlineExceeded, false},
+		{"Canceled", context.Canceled, false},
+		{"Canceled wrapped", fmt.Errorf("%w: %w", context.Canceled, errors.New("ctx cancelled")), false},
+		{"Random error", errors.New("random error"), false},
+	}
+
+	for _, tt := range errorTests {
+		t.Run(tt.desc, func(t *testing.T) {
+			if IsRetryableError(tt.err) != tt.want {
+				t.Fatalf("retriable: got %v, want %v", !tt.want, tt.want)
+			}
+		})
+	}
+}
+
+// TestEnqueueAndFlush enqueues n logs and flushes them.
+// We expect all logs to be flushed and for no
+// logs to remain in the store once FlushAndStop returns.
+func TestEnqueueAndFlush(t *testing.T) {
+	c := qt.New(t)
+	mockTransport := newMockTransport(nil)
+	al := loggerForTest(t, Opts{
+		RetryLimit: 200,
+		Logf:       t.Logf,
+		Store:      NewLogStore(&mem.Store{}),
+	})
+
+	c.Assert(al.SetProfileID("test"), qt.IsNil)
+	c.Assert(al.Start(mockTransport), qt.IsNil)
+
+	wantSent := 10
+
+	for i := range wantSent {
+		err := al.Enqueue(tailcfg.AuditNodeDisconnect, fmt.Sprintf("log %d", i))
+		c.Assert(err, qt.IsNil)
+	}
+
+	al.FlushAndStop(context.Background())
+
+	al.mu.Lock()
+	defer al.mu.Unlock()
+	gotStored, err := al.storedCountLocked()
+	c.Assert(err, qt.IsNil)
+
+	if wantStored := 0; gotStored != wantStored {
+		t.Fatalf("stored: got %d, want %d", gotStored, wantStored)
+	}
+
+	if gotSent := mockTransport.sentCount(); gotSent != wantSent {
+		t.Fatalf("sent: got %d, want %d", gotSent, wantSent)
+	}
+}
+
+// TestEnqueueAndFlushWithFlushCancel calls FlushAndCancel with a cancelled
+// context.  We expect nothing to be sent and all logs to be stored.
+func TestEnqueueAndFlushWithFlushCancel(t *testing.T) {
+	c := qt.New(t)
+	mockTransport := newMockTransport(&retriableError)
+	al := loggerForTest(t, Opts{
+		RetryLimit: 200,
+		Logf:       t.Logf,
+		Store:      NewLogStore(&mem.Store{}),
+	})
+
+	c.Assert(al.SetProfileID("test"), qt.IsNil)
+	c.Assert(al.Start(mockTransport), qt.IsNil)
+
+	for i := range 10 {
+		err := al.Enqueue(tailcfg.AuditNodeDisconnect, fmt.Sprintf("log %d", i))
+		c.Assert(err, qt.IsNil)
+	}
+
+	// Cancel the context before calling FlushAndStop - nothing should get sent.
+	// This mimics a timeout before flush() has a chance to execute.
+	ctx, cancel := context.WithCancel(context.Background())
+	cancel()
+
+	al.FlushAndStop(ctx)
+
+	al.mu.Lock()
+	defer al.mu.Unlock()
+	gotStored, err := al.storedCountLocked()
+	c.Assert(err, qt.IsNil)
+
+	if wantStored := 10; gotStored != wantStored {
+		t.Fatalf("stored: got %d, want %d", gotStored, wantStored)
+	}
+
+	if gotSent, wantSent := mockTransport.sentCount(), 0; gotSent != wantSent {
+		t.Fatalf("sent: got %d, want %d", gotSent, wantSent)
+	}
+}
+
+// TestDeduplicateAndSort tests that the most recent log is kept when deduplicating logs
+func TestDeduplicateAndSort(t *testing.T) {
+	c := qt.New(t)
+	al := loggerForTest(t, Opts{
+		RetryLimit: 100,
+		Logf:       t.Logf,
+		Store:      NewLogStore(&mem.Store{}),
+	})
+
+	c.Assert(al.SetProfileID("test"), qt.IsNil)
+
+	logs := []*transaction{
+		{EventID: "1", Details: "log 1", TimeStamp: time.Now().Add(-time.Minute * 1), Retries: 1},
+	}
+
+	al.mu.Lock()
+	defer al.mu.Unlock()
+	al.appendToStoreLocked(logs)
+
+	// Update the transaction and re-append it
+	logs[0].Retries = 2
+	al.appendToStoreLocked(logs)
+
+	fromStore, err := al.store.load("test")
+	c.Assert(err, qt.IsNil)
+
+	// We should see only one transaction
+	if wantStored, gotStored := len(logs), len(fromStore); gotStored != wantStored {
+		t.Fatalf("stored: got %d, want %d", gotStored, wantStored)
+	}
+
+	// We should see the latest transaction
+	if wantRetryCount, gotRetryCount := 2, fromStore[0].Retries; gotRetryCount != wantRetryCount {
+		t.Fatalf("reties: got %d, want %d", gotRetryCount, wantRetryCount)
+	}
+}
+
+func TestChangeProfileId(t *testing.T) {
+	c := qt.New(t)
+	al := loggerForTest(t, Opts{
+		RetryLimit: 100,
+		Logf:       t.Logf,
+		Store:      NewLogStore(&mem.Store{}),
+	})
+	c.Assert(al.SetProfileID("test"), qt.IsNil)
+
+	// Changing a profile ID must fail
+	c.Assert(al.SetProfileID("test"), qt.IsNotNil)
+}
+
+// TestSendOnRestore pushes a n logs to the persistent store, and ensures they
+// are sent as soon as Start is called then checks to ensure the sent logs no
+// longer exist in the store.
+func TestSendOnRestore(t *testing.T) {
+	c := qt.New(t)
+	mockTransport := newMockTransport(nil)
+	al := loggerForTest(t, Opts{
+		RetryLimit: 100,
+		Logf:       t.Logf,
+		Store:      NewLogStore(&mem.Store{}),
+	})
+	al.SetProfileID("test")
+
+	wantTotal := 10
+
+	for range 10 {
+		al.Enqueue(tailcfg.AuditNodeDisconnect, "log")
+	}
+
+	c.Assert(al.Start(mockTransport), qt.IsNil)
+
+	al.FlushAndStop(context.Background())
+
+	al.mu.Lock()
+	defer al.mu.Unlock()
+	gotStored, err := al.storedCountLocked()
+	c.Assert(err, qt.IsNil)
+
+	if wantStored := 0; gotStored != wantStored {
+		t.Fatalf("stored: got %d, want %d", gotStored, wantStored)
+	}
+
+	if gotSent, wantSent := mockTransport.sentCount(), wantTotal; gotSent != wantSent {
+		t.Fatalf("sent: got %d, want %d", gotSent, wantSent)
+	}
+}
+
+// TestFailureExhaustion enqueues n logs,  with the transport in a failable state.
+// We then set it to a non-failing state, call FlushAndStop and expect all logs to be sent.
+func TestFailureExhaustion(t *testing.T) {
+	c := qt.New(t)
+	mockTransport := newMockTransport(&retriableError)
+
+	al := loggerForTest(t, Opts{
+		RetryLimit: 1,
+		Logf:       t.Logf,
+		Store:      NewLogStore(&mem.Store{}),
+	})
+
+	c.Assert(al.SetProfileID("test"), qt.IsNil)
+	c.Assert(al.Start(mockTransport), qt.IsNil)
+
+	for range 10 {
+		err := al.Enqueue(tailcfg.AuditNodeDisconnect, "log")
+		c.Assert(err, qt.IsNil)
+	}
+
+	al.FlushAndStop(context.Background())
+	al.mu.Lock()
+	defer al.mu.Unlock()
+	gotStored, err := al.storedCountLocked()
+	c.Assert(err, qt.IsNil)
+
+	if wantStored := 0; gotStored != wantStored {
+		t.Fatalf("stored: got %d, want %d", gotStored, wantStored)
+	}
+
+	if gotSent, wantSent := mockTransport.sentCount(), 0; gotSent != wantSent {
+		t.Fatalf("sent: got %d, want %d", gotSent, wantSent)
+	}
+}
+
+// TestEnqueueAndFailNoRetry enqueues a set of logs, all of which will fail and are not
+// retriable. We then call FlushAndStop and expect all to be unsent.
+func TestEnqueueAndFailNoRetry(t *testing.T) {
+	c := qt.New(t)
+	mockTransport := newMockTransport(&nonRetriableError)
+
+	al := loggerForTest(t, Opts{
+		RetryLimit: 100,
+		Logf:       t.Logf,
+		Store:      NewLogStore(&mem.Store{}),
+	})
+
+	c.Assert(al.SetProfileID("test"), qt.IsNil)
+	c.Assert(al.Start(mockTransport), qt.IsNil)
+
+	for i := range 10 {
+		err := al.Enqueue(tailcfg.AuditNodeDisconnect, fmt.Sprintf("log %d", i))
+		c.Assert(err, qt.IsNil)
+	}
+
+	al.FlushAndStop(context.Background())
+	al.mu.Lock()
+	defer al.mu.Unlock()
+	gotStored, err := al.storedCountLocked()
+	c.Assert(err, qt.IsNil)
+
+	if wantStored := 0; gotStored != wantStored {
+		t.Fatalf("stored: got %d, want %d", gotStored, wantStored)
+	}
+
+	if gotSent, wantSent := mockTransport.sentCount(), 0; gotSent != wantSent {
+		t.Fatalf("sent: got %d, want %d", gotSent, wantSent)
+	}
+}
+
+// TestEnqueueAndRetry enqueues a set of logs, all of which will fail and are retriable.
+// Mid-test, we set the transport to not-fail and expect the queue to flush properly
+// We set the backoff parameters to 0 seconds so retries are immediate.
+func TestEnqueueAndRetry(t *testing.T) {
+	c := qt.New(t)
+	mockTransport := newMockTransport(&retriableError)
+
+	al := loggerForTest(t, Opts{
+		RetryLimit: 100,
+		Logf:       t.Logf,
+		Store:      NewLogStore(&mem.Store{}),
+	})
+
+	al.backoffOpts = backoffOpts{
+		min:        1 * time.Millisecond,
+		max:        4 * time.Millisecond,
+		multiplier: 2.0,
+	}
+
+	c.Assert(al.SetProfileID("test"), qt.IsNil)
+	c.Assert(al.Start(mockTransport), qt.IsNil)
+
+	err := al.Enqueue(tailcfg.AuditNodeDisconnect, fmt.Sprintf("log 1"))
+	c.Assert(err, qt.IsNil)
+
+	// This will wait for at least 2 retries
+	gotRetried, wantRetried := mockTransport.waitForSendAttemptsToReach(3), true
+	if gotRetried != wantRetried {
+		t.Fatalf("retried: got %v, want %v", gotRetried, wantRetried)
+	}
+
+	mockTransport.setErrorCondition(nil)
+
+	al.FlushAndStop(context.Background())
+	al.mu.Lock()
+	defer al.mu.Unlock()
+
+	gotStored, err := al.storedCountLocked()
+	c.Assert(err, qt.IsNil)
+
+	if wantStored := 0; gotStored != wantStored {
+		t.Fatalf("stored: got %d, want %d", gotStored, wantStored)
+	}
+
+	if gotSent, wantSent := mockTransport.sentCount(), 1; gotSent != wantSent {
+		t.Fatalf("sent: got %d, want %d", gotSent, wantSent)
+	}
+}
+
+// TestEnqueueBeforeSetProfileID tests that logs enqueued before SetProfileId are not sent
+func TestEnqueueBeforeSetProfileID(t *testing.T) {
+	c := qt.New(t)
+	al := loggerForTest(t, Opts{
+		RetryLimit: 100,
+		Logf:       t.Logf,
+		Store:      NewLogStore(&mem.Store{}),
+	})
+
+	err := al.Enqueue(tailcfg.AuditNodeDisconnect, "log")
+	c.Assert(err, qt.IsNotNil)
+	al.FlushAndStop(context.Background())
+
+	al.mu.Lock()
+	defer al.mu.Unlock()
+	gotStored, err := al.storedCountLocked()
+	c.Assert(err, qt.IsNotNil)
+
+	if wantStored := 0; gotStored != wantStored {
+		t.Fatalf("stored: got %d, want %d", gotStored, wantStored)
+	}
+}
+
+// TestLogStoring tests that audit logs are persisted sorted by timestamp, oldest to newest
+func TestLogSorting(t *testing.T) {
+	c := qt.New(t)
+	mockStore := NewLogStore(&mem.Store{})
+
+	logs := []*transaction{
+		{EventID: "1", Details: "log 3", TimeStamp: time.Now().Add(-time.Minute * 1)},
+		{EventID: "1", Details: "log 3", TimeStamp: time.Now().Add(-time.Minute * 2)},
+		{EventID: "2", Details: "log 2", TimeStamp: time.Now().Add(-time.Minute * 3)},
+		{EventID: "3", Details: "log 1", TimeStamp: time.Now().Add(-time.Minute * 4)},
+	}
+
+	wantLogs := []transaction{
+		{Details: "log 1"},
+		{Details: "log 2"},
+		{Details: "log 3"},
+	}
+
+	mockStore.save("test", logs)
+
+	gotLogs, err := mockStore.load("test")
+	c.Assert(err, qt.IsNil)
+	gotLogs = deduplicateAndSort(gotLogs)
+
+	for i := range gotLogs {
+		if want, got := wantLogs[i].Details, gotLogs[i].Details; want != got {
+			t.Fatalf("Details: got %v, want %v", got, want)
+		}
+	}
+}
+
+// mock implementations for testing
+
+// newMockTransport returns a mock transport for testing
+// If err is no nil, SendAuditLog will return this error if the send is attempted
+// before the context is cancelled.
+func newMockTransport(err error) *mockAuditLogTransport {
+	return &mockAuditLogTransport{
+		err:      err,
+		attempts: make(chan int, 1),
+	}
+}
+
+type mockAuditLogTransport struct {
+	attempts chan int // channel to notify of send attempts
+
+	mu          sync.Mutex
+	sendAttmpts int   // number of attempts to send logs
+	sendCount   int   // number of logs sent by the transport
+	err         error // error to return when sending logs
+}
+
+// waitForSendAttemptsToReach blocks until the number of send attempts reaches n
+// This should be use only in tests where the transport is expected to retry sending logs
+func (t *mockAuditLogTransport) waitForSendAttemptsToReach(n int) bool {
+	for attempts := range t.attempts {
+		if attempts >= n {
+			return true
+		}
+	}
+	return false
+}
+
+func (t *mockAuditLogTransport) setErrorCondition(err error) {
+	t.mu.Lock()
+	defer t.mu.Unlock()
+	t.err = err
+}
+
+func (t *mockAuditLogTransport) sentCount() int {
+	t.mu.Lock()
+	defer t.mu.Unlock()
+	return t.sendCount
+}
+
+func (t *mockAuditLogTransport) SendAuditLog(ctx context.Context, _ tailcfg.AuditLogRequest) (err error) {
+	t.mu.Lock()
+	t.sendAttmpts += 1
+	defer func() {
+		a := t.sendAttmpts
+		t.mu.Unlock()
+		select {
+		case t.attempts <- a:
+		default:
+		}
+	}()
+
+	select {
+	case <-ctx.Done():
+		return ctx.Err()
+	default:
+	}
+
+	if t.err != nil {
+		return t.err
+	}
+	t.sendCount += 1
+	return nil
+}
+
+var (
+	retriableError    = mockError{errors.New("retriable error")}
+	nonRetriableError = mockError{errors.New("permanent failure error")}
+)
+
+type mockError struct {
+	error
+}
+
+func (e mockError) Retryable() bool {
+	return e == retriableError
+}

ipn/desktop/sessions_windows.go

@@ -359,7 +359,7 @@ func (sw *sessionWatcher) Start() error {
 	sw.doneCh = make(chan error, 1)
 
 	startedCh := make(chan error, 1)
-	go sw.run(startedCh)
+	go sw.run(startedCh, sw.doneCh)
 	if err := <-startedCh; err != nil {
 		return err
 	}
@@ -372,11 +372,11 @@ func (sw *sessionWatcher) Start() error {
 	return nil
 }
 
-func (sw *sessionWatcher) run(started chan<- error) {
+func (sw *sessionWatcher) run(started, done chan<- error) {
 	runtime.LockOSThread()
 	defer func() {
 		runtime.UnlockOSThread()
-		close(sw.doneCh)
+		close(done)
 	}()
 	err := sw.createMessageWindow()
 	started <- err

ipn/ipnauth/actor.go

@@ -10,12 +10,11 @@ import (
 
 	"tailscale.com/client/tailscale/apitype"
 	"tailscale.com/ipn"
+	"tailscale.com/tailcfg"
 )
 
 // AuditLogFunc is any function that can be used to log audit actions performed by an [Actor].
-//
-// TODO(nickkhyl,barnstar): define a named string type for the action (in tailcfg?) and use it here.
-type AuditLogFunc func(action, details string)
+type AuditLogFunc func(action tailcfg.ClientAuditAction, details string) error
 
 // Actor is any actor using the [ipnlocal.LocalBackend].
 //
@@ -45,7 +44,7 @@ type Actor interface {
 	//
 	// If the auditLogger is non-nil, it is used to write details about the action
 	// to the audit log when required by the policy.
-	CheckProfileAccess(profile ipn.LoginProfileView, requestedAccess ProfileAccess, auditLogger AuditLogFunc) error
+	CheckProfileAccess(profile ipn.LoginProfileView, requestedAccess ProfileAccess, auditLogFn AuditLogFunc) error
 
 	// IsLocalSystem reports whether the actor is the Windows' Local System account.
 	//

ipn/ipnauth/policy.go

@@ -9,6 +9,7 @@ import (
 
 	"tailscale.com/client/tailscale/apitype"
 	"tailscale.com/ipn"
+	"tailscale.com/tailcfg"
 	"tailscale.com/util/syspolicy"
 )
 
@@ -48,7 +49,7 @@ func (a actorWithPolicyChecks) CheckProfileAccess(profile ipn.LoginProfileView,
 //
 // TODO(nickkhyl): unexport it when we move [ipn.Actor] implementations from [ipnserver]
 // and corp to this package.
-func CheckDisconnectPolicy(actor Actor, profile ipn.LoginProfileView, reason string, auditLogger AuditLogFunc) error {
+func CheckDisconnectPolicy(actor Actor, profile ipn.LoginProfileView, reason string, auditFn AuditLogFunc) error {
 	if alwaysOn, _ := syspolicy.GetBoolean(syspolicy.AlwaysOn, false); !alwaysOn {
 		return nil
 	}
@@ -58,15 +59,16 @@ func CheckDisconnectPolicy(actor Actor, profile ipn.LoginProfileView, reason str
 	if reason == "" {
 		return errors.New("disconnect not allowed: reason required")
 	}
-	if auditLogger != nil {
+	if auditFn != nil {
 		var details string
 		if username, _ := actor.Username(); username != "" { // best-effort; we don't have it on all platforms
 			details = fmt.Sprintf("%q is being disconnected by %q: %v", profile.Name(), username, reason)
 		} else {
 			details = fmt.Sprintf("%q is being disconnected: %v", profile.Name(), reason)
 		}
-		// TODO(nickkhyl,barnstar): use a const for DISCONNECT_NODE.
-		auditLogger("DISCONNECT_NODE", details)
+		if err := auditFn(tailcfg.AuditNodeDisconnect, details); err != nil {
+			return err
+		}
 	}
 	return nil
 }

ipn/ipnlocal/cert.go

@@ -119,6 +119,9 @@ func (b *LocalBackend) GetCertPEMWithValidity(ctx context.Context, domain string
 	}
 
 	if pair, err := getCertPEMCached(cs, domain, now); err == nil {
+		if envknob.IsCertShareReadOnlyMode() {
+			return pair, nil
+		}
 		// If we got here, we have a valid unexpired cert.
 		// Check whether we should start an async renewal.
 		shouldRenew, err := b.shouldStartDomainRenewal(cs, domain, now, pair, minValidity)
@@ -134,7 +137,7 @@ func (b *LocalBackend) GetCertPEMWithValidity(ctx context.Context, domain string
 		if minValidity == 0 {
 			logf("starting async renewal")
 			// Start renewal in the background, return current valid cert.
-			go b.getCertPEM(context.Background(), cs, logf, traceACME, domain, now, minValidity)
+			b.goTracker.Go(func() { getCertPEM(context.Background(), b, cs, logf, traceACME, domain, now, minValidity) })
 			return pair, nil
 		}
 		// If the caller requested a specific validity duration, fall through
@@ -142,7 +145,11 @@ func (b *LocalBackend) GetCertPEMWithValidity(ctx context.Context, domain string
 		logf("starting sync renewal")
 	}
 
-	pair, err := b.getCertPEM(ctx, cs, logf, traceACME, domain, now, minValidity)
+	if envknob.IsCertShareReadOnlyMode() {
+		return nil, fmt.Errorf("retrieving cached TLS certificate failed and cert store is configured in read-only mode, not attempting to issue a new certificate: %w", err)
+	}
+
+	pair, err := getCertPEM(ctx, b, cs, logf, traceACME, domain, now, minValidity)
 	if err != nil {
 		logf("getCertPEM: %v", err)
 		return nil, err
@@ -250,15 +257,13 @@ type certStore interface {
 	// for now. If they're expired, it returns errCertExpired.
 	// If they don't exist, it returns ipn.ErrStateNotExist.
 	Read(domain string, now time.Time) (*TLSCertKeyPair, error)
-	// WriteCert writes the cert for domain.
-	WriteCert(domain string, cert []byte) error
-	// WriteKey writes the key for domain.
-	WriteKey(domain string, key []byte) error
 	// ACMEKey returns the value previously stored via WriteACMEKey.
 	// It is a PEM encoded ECDSA key.
 	ACMEKey() ([]byte, error)
 	// WriteACMEKey stores the provided PEM encoded ECDSA key.
 	WriteACMEKey([]byte) error
+	// WriteTLSCertAndKey writes the cert and key for domain.
+	WriteTLSCertAndKey(domain string, cert, key []byte) error
 }
 
 var errCertExpired = errors.New("cert expired")
@@ -344,6 +349,13 @@ func (f certFileStore) WriteKey(domain string, key []byte) error {
 	return atomicfile.WriteFile(keyFile(f.dir, domain), key, 0600)
 }
 
+func (f certFileStore) WriteTLSCertAndKey(domain string, cert, key []byte) error {
+	if err := f.WriteKey(domain, key); err != nil {
+		return err
+	}
+	return f.WriteCert(domain, cert)
+}
+
 // certStateStore implements certStore by storing the cert & key files in an ipn.StateStore.
 type certStateStore struct {
 	ipn.StateStore
@@ -353,7 +365,29 @@ type certStateStore struct {
 	testRoots *x509.CertPool
 }
 
+// TLSCertKeyReader is an interface implemented by state stores where it makes
+// sense to read the TLS cert and key in a single operation that can be
+// distinguished from generic state value reads. Currently this is only implemented
+// by the kubestore.Store, which, in some cases, need to read cert and key from a
+// non-cached TLS Secret.
+type TLSCertKeyReader interface {
+	ReadTLSCertAndKey(domain string) ([]byte, []byte, error)
+}
+
 func (s certStateStore) Read(domain string, now time.Time) (*TLSCertKeyPair, error) {
+	// If we're using a store that supports atomic reads, use that
+	if kr, ok := s.StateStore.(TLSCertKeyReader); ok {
+		cert, key, err := kr.ReadTLSCertAndKey(domain)
+		if err != nil {
+			return nil, err
+		}
+		if !validCertPEM(domain, key, cert, s.testRoots, now) {
+			return nil, errCertExpired
+		}
+		return &TLSCertKeyPair{CertPEM: cert, KeyPEM: key, Cached: true}, nil
+	}
+
+	// Otherwise fall back to separate reads
 	certPEM, err := s.ReadState(ipn.StateKey(domain + ".crt"))
 	if err != nil {
 		return nil, err
@@ -384,6 +418,27 @@ func (s certStateStore) WriteACMEKey(key []byte) error {
 	return ipn.WriteState(s.StateStore, ipn.StateKey(acmePEMName), key)
 }
 
+// TLSCertKeyWriter is an interface implemented by state stores that can write the TLS
+// cert and key in a single atomic operation. Currently this is only implemented
+// by the kubestore.StoreKube.
+type TLSCertKeyWriter interface {
+	WriteTLSCertAndKey(domain string, cert, key []byte) error
+}
+
+// WriteTLSCertAndKey writes the TLS cert and key for domain to the current
+// LocalBackend's StateStore.
+func (s certStateStore) WriteTLSCertAndKey(domain string, cert, key []byte) error {
+	// If we're using a store that supports atomic writes, use that.
+	if aw, ok := s.StateStore.(TLSCertKeyWriter); ok {
+		return aw.WriteTLSCertAndKey(domain, cert, key)
+	}
+	// Otherwise fall back to separate writes for cert and key.
+	if err := s.WriteKey(domain, key); err != nil {
+		return err
+	}
+	return s.WriteCert(domain, cert)
+}
+
 // TLSCertKeyPair is a TLS public and private key, and whether they were obtained
 // from cache or freshly obtained.
 type TLSCertKeyPair struct {
@@ -420,7 +475,9 @@ func getCertPEMCached(cs certStore, domain string, now time.Time) (p *TLSCertKey
 	return cs.Read(domain, now)
 }
 
-func (b *LocalBackend) getCertPEM(ctx context.Context, cs certStore, logf logger.Logf, traceACME func(any), domain string, now time.Time, minValidity time.Duration) (*TLSCertKeyPair, error) {
+// getCertPem checks if a cert needs to be renewed and if so, renews it.
+// It can be overridden in tests.
+var getCertPEM = func(ctx context.Context, b *LocalBackend, cs certStore, logf logger.Logf, traceACME func(any), domain string, now time.Time, minValidity time.Duration) (*TLSCertKeyPair, error) {
 	acmeMu.Lock()
 	defer acmeMu.Unlock()
 
@@ -445,6 +502,10 @@ func (b *LocalBackend) getCertPEM(ctx context.Context, cs certStore, logf logger
 		return nil, err
 	}
 
+	if !isDefaultDirectoryURL(ac.DirectoryURL) {
+		logf("acme: using Directory URL %q", ac.DirectoryURL)
+	}
+
 	a, err := ac.GetReg(ctx, "" /* pre-RFC param */)
 	switch {
 	case err == nil:
@@ -546,9 +607,6 @@ func (b *LocalBackend) getCertPEM(ctx context.Context, cs certStore, logf logger
 	if err := encodeECDSAKey(&privPEM, certPrivKey); err != nil {
 		return nil, err
 	}
-	if err := cs.WriteKey(domain, privPEM.Bytes()); err != nil {
-		return nil, err
-	}
 
 	csr, err := certRequest(certPrivKey, domain, nil)
 	if err != nil {
@@ -570,7 +628,7 @@ func (b *LocalBackend) getCertPEM(ctx context.Context, cs certStore, logf logger
 			return nil, err
 		}
 	}
-	if err := cs.WriteCert(domain, certPEM.Bytes()); err != nil {
+	if err := cs.WriteTLSCertAndKey(domain, certPEM.Bytes(), privPEM.Bytes()); err != nil {
 		return nil, err
 	}
 	b.domainRenewed(domain)
@@ -714,7 +772,28 @@ func validateLeaf(leaf *x509.Certificate, intermediates *x509.CertPool, domain s
 		// binary's baked-in roots (LetsEncrypt). See tailscale/tailscale#14690.
 		return validateLeaf(leaf, intermediates, domain, now, bakedroots.Get())
 	}
-	return err == nil
+
+	if err == nil {
+		return true
+	}
+
+	// When pointed at a non-prod ACME server, we don't expect to have the CA
+	// in our system or baked-in roots. Verify only throws UnknownAuthorityError
+	// after first checking the leaf cert's expiry, hostnames etc, so we know
+	// that the only reason for an error is to do with constructing a full chain.
+	// Allow this error so that cert caching still works in testing environments.
+	if errors.As(err, &x509.UnknownAuthorityError{}) {
+		acmeURL := envknob.String("TS_DEBUG_ACME_DIRECTORY_URL")
+		if !isDefaultDirectoryURL(acmeURL) {
+			return true
+		}
+	}
+
+	return false
+}
+
+func isDefaultDirectoryURL(u string) bool {
+	return u == "" || u == acme.LetsEncryptURL
 }
 
 // validLookingCertDomain reports whether name looks like a valid domain name that

ipn/ipnlocal/cert_test.go

@@ -6,6 +6,7 @@
 package ipnlocal
 
 import (
+	"context"
 	"crypto/ecdsa"
 	"crypto/elliptic"
 	"crypto/rand"
@@ -14,11 +15,17 @@ import (
 	"embed"
 	"encoding/pem"
 	"math/big"
+	"os"
+	"path/filepath"
 	"testing"
 	"time"
 
 	"github.com/google/go-cmp/cmp"
+	"tailscale.com/envknob"
 	"tailscale.com/ipn/store/mem"
+	"tailscale.com/tstest"
+	"tailscale.com/types/logger"
+	"tailscale.com/util/must"
 )
 
 func TestValidLookingCertDomain(t *testing.T) {
@@ -47,10 +54,10 @@ var certTestFS embed.FS
 func TestCertStoreRoundTrip(t *testing.T) {
 	const testDomain = "example.com"
 
-	// Use a fixed verification timestamp so validity doesn't fall off when the
-	// cert expires. If you update the test data below, this may also need to be
-	// updated.
+	// Use fixed verification timestamps so validity doesn't change over time.
+	// If you update the test data below, these may also need to be updated.
 	testNow := time.Date(2023, time.February, 10, 0, 0, 0, 0, time.UTC)
+	testExpired := time.Date(2026, time.February, 10, 0, 0, 0, 0, time.UTC)
 
 	// To re-generate a root certificate and domain certificate for testing,
 	// use:
@@ -78,21 +85,23 @@ func TestCertStoreRoundTrip(t *testing.T) {
 	}
 
 	tests := []struct {
-		name  string
-		store certStore
+		name         string
+		store        certStore
+		debugACMEURL bool
 	}{
-		{"FileStore", certFileStore{dir: t.TempDir(), testRoots: roots}},
-		{"StateStore", certStateStore{StateStore: new(mem.Store), testRoots: roots}},
+		{"FileStore", certFileStore{dir: t.TempDir(), testRoots: roots}, false},
+		{"FileStore_UnknownCA", certFileStore{dir: t.TempDir()}, true},
+		{"StateStore", certStateStore{StateStore: new(mem.Store), testRoots: roots}, false},
+		{"StateStore_UnknownCA", certStateStore{StateStore: new(mem.Store)}, true},
 	}
 	for _, test := range tests {
 		t.Run(test.name, func(t *testing.T) {
-			if err := test.store.WriteCert(testDomain, testCert); err != nil {
-				t.Fatalf("WriteCert: unexpected error: %v", err)
+			if test.debugACMEURL {
+				t.Setenv("TS_DEBUG_ACME_DIRECTORY_URL", "https://acme-staging-v02.api.letsencrypt.org/directory")
 			}
-			if err := test.store.WriteKey(testDomain, testKey); err != nil {
-				t.Fatalf("WriteKey: unexpected error: %v", err)
+			if err := test.store.WriteTLSCertAndKey(testDomain, testCert, testKey); err != nil {
+				t.Fatalf("WriteTLSCertAndKey: unexpected error: %v", err)
 			}
-
 			kp, err := test.store.Read(testDomain, testNow)
 			if err != nil {
 				t.Fatalf("Read: unexpected error: %v", err)
@@ -103,6 +112,10 @@ func TestCertStoreRoundTrip(t *testing.T) {
 			if diff := cmp.Diff(kp.KeyPEM, testKey); diff != "" {
 				t.Errorf("Key (-got, +want):\n%s", diff)
 			}
+			unexpected, err := test.store.Read(testDomain, testExpired)
+			if err != errCertExpired {
+				t.Fatalf("Read: expected expiry error: %v", string(unexpected.CertPEM))
+			}
 		})
 	}
 }
@@ -215,3 +228,151 @@ func TestDebugACMEDirectoryURL(t *testing.T) {
 		})
 	}
 }
+
+func TestGetCertPEMWithValidity(t *testing.T) {
+	const testDomain = "example.com"
+	b := &LocalBackend{
+		store:   &mem.Store{},
+		varRoot: t.TempDir(),
+		ctx:     context.Background(),
+		logf:    t.Logf,
+	}
+	certDir, err := b.certDir()
+	if err != nil {
+		t.Fatalf("certDir error: %v", err)
+	}
+	if _, err := b.getCertStore(); err != nil {
+		t.Fatalf("getCertStore error: %v", err)
+	}
+	testRoot, err := certTestFS.ReadFile("testdata/rootCA.pem")
+	if err != nil {
+		t.Fatal(err)
+	}
+	roots := x509.NewCertPool()
+	if !roots.AppendCertsFromPEM(testRoot) {
+		t.Fatal("Unable to add test CA to the cert pool")
+	}
+	testX509Roots = roots
+	defer func() { testX509Roots = nil }()
+	tests := []struct {
+		name string
+		now  time.Time
+		// storeCerts is true if the test cert and key should be written to store.
+		storeCerts       bool
+		readOnlyMode     bool // TS_READ_ONLY_CERTS env var
+		wantAsyncRenewal bool // async issuance should be started
+		wantIssuance     bool // sync issuance should be started
+		wantErr          bool
+	}{
+		{
+			name:             "valid_no_renewal",
+			now:              time.Date(2023, time.February, 20, 0, 0, 0, 0, time.UTC),
+			storeCerts:       true,
+			wantAsyncRenewal: false,
+			wantIssuance:     false,
+			wantErr:          false,
+		},
+		{
+			name:             "issuance_needed",
+			now:              time.Date(2023, time.February, 20, 0, 0, 0, 0, time.UTC),
+			storeCerts:       false,
+			wantAsyncRenewal: false,
+			wantIssuance:     true,
+			wantErr:          false,
+		},
+		{
+			name:             "renewal_needed",
+			now:              time.Date(2025, time.May, 1, 0, 0, 0, 0, time.UTC),
+			storeCerts:       true,
+			wantAsyncRenewal: true,
+			wantIssuance:     false,
+			wantErr:          false,
+		},
+		{
+			name:             "renewal_needed_read_only_mode",
+			now:              time.Date(2025, time.May, 1, 0, 0, 0, 0, time.UTC),
+			storeCerts:       true,
+			readOnlyMode:     true,
+			wantAsyncRenewal: false,
+			wantIssuance:     false,
+			wantErr:          false,
+		},
+		{
+			name:             "no_certs_read_only_mode",
+			now:              time.Date(2025, time.May, 1, 0, 0, 0, 0, time.UTC),
+			storeCerts:       false,
+			readOnlyMode:     true,
+			wantAsyncRenewal: false,
+			wantIssuance:     false,
+			wantErr:          true,
+		},
+	}
+	for _, tt := range tests {
+		t.Run(tt.name, func(t *testing.T) {
+
+			if tt.readOnlyMode {
+				envknob.Setenv("TS_CERT_SHARE_MODE", "ro")
+			}
+
+			os.RemoveAll(certDir)
+			if tt.storeCerts {
+				os.MkdirAll(certDir, 0755)
+				if err := os.WriteFile(filepath.Join(certDir, "example.com.crt"),
+					must.Get(os.ReadFile("testdata/example.com.pem")), 0644); err != nil {
+					t.Fatal(err)
+				}
+				if err := os.WriteFile(filepath.Join(certDir, "example.com.key"),
+					must.Get(os.ReadFile("testdata/example.com-key.pem")), 0644); err != nil {
+					t.Fatal(err)
+				}
+			}
+
+			b.clock = tstest.NewClock(tstest.ClockOpts{Start: tt.now})
+
+			allDone := make(chan bool, 1)
+			defer b.goTracker.AddDoneCallback(func() {
+				b.mu.Lock()
+				defer b.mu.Unlock()
+				if b.goTracker.RunningGoroutines() > 0 {
+					return
+				}
+				select {
+				case allDone <- true:
+				default:
+				}
+			})()
+
+			// Set to true if get getCertPEM is called. GetCertPEM can be called in a goroutine for async
+			// renewal or in the main goroutine if issuance is required to obtain valid TLS credentials.
+			getCertPemWasCalled := false
+			getCertPEM = func(ctx context.Context, b *LocalBackend, cs certStore, logf logger.Logf, traceACME func(any), domain string, now time.Time, minValidity time.Duration) (*TLSCertKeyPair, error) {
+				getCertPemWasCalled = true
+				return nil, nil
+			}
+			prevGoRoutines := b.goTracker.StartedGoroutines()
+			_, err = b.GetCertPEMWithValidity(context.Background(), testDomain, 0)
+			if (err != nil) != tt.wantErr {
+				t.Errorf("b.GetCertPemWithValidity got err %v, wants error: '%v'", err, tt.wantErr)
+			}
+			// GetCertPEMWithValidity calls getCertPEM in a goroutine if async renewal is needed. That's the
+			// only goroutine it starts, so this can be used to test if async renewal was started.
+			gotAsyncRenewal := b.goTracker.StartedGoroutines()-prevGoRoutines != 0
+			if gotAsyncRenewal {
+				select {
+				case <-time.After(5 * time.Second):
+					t.Fatal("timed out waiting for goroutines to finish")
+				case <-allDone:
+				}
+			}
+			// Verify that async renewal was triggered if expected.
+			if tt.wantAsyncRenewal != gotAsyncRenewal {
+				t.Fatalf("wants getCertPem to be called async: %v, got called %v", tt.wantAsyncRenewal, gotAsyncRenewal)
+			}
+			// Verify that (non-async) issuance was started if expected.
+			gotIssuance := getCertPemWasCalled && !gotAsyncRenewal
+			if tt.wantIssuance != gotIssuance {
+				t.Errorf("wants getCertPem to be called: %v, got called %v", tt.wantIssuance, gotIssuance)
+			}
+		})
+	}
+}

ipn/ipnlocal/desktop_sessions.go

@@ -0,0 +1,178 @@
+// Copyright (c) Tailscale Inc & AUTHORS
+// SPDX-License-Identifier: BSD-3-Clause
+
+// Both the desktop session manager and multi-user support
+// are currently available only on Windows.
+// This file does not need to be built for other platforms.
+
+//go:build windows && !ts_omit_desktop_sessions
+
+package ipnlocal
+
+import (
+	"cmp"
+	"errors"
+	"fmt"
+	"sync"
+
+	"tailscale.com/feature"
+	"tailscale.com/ipn"
+	"tailscale.com/ipn/desktop"
+	"tailscale.com/tsd"
+	"tailscale.com/types/logger"
+	"tailscale.com/util/syspolicy"
+)
+
+func init() {
+	feature.Register("desktop-sessions")
+	RegisterExtension("desktop-sessions", newDesktopSessionsExt)
+}
+
+// desktopSessionsExt implements [localBackendExtension].
+var _ localBackendExtension = (*desktopSessionsExt)(nil)
+
+// desktopSessionsExt extends [LocalBackend] with desktop session management.
+// It keeps Tailscale running in the background if Always-On mode is enabled,
+// and switches to an appropriate profile when a user signs in or out,
+// locks their screen, or disconnects a remote session.
+type desktopSessionsExt struct {
+	logf logger.Logf
+	sm   desktop.SessionManager
+
+	*LocalBackend          // or nil, until Init is called
+	cleanup       []func() // cleanup functions to call on shutdown
+
+	// mu protects all following fields.
+	// When both mu and [LocalBackend.mu] need to be taken,
+	// [LocalBackend.mu] must be taken before mu.
+	mu      sync.Mutex
+	id2sess map[desktop.SessionID]*desktop.Session
+}
+
+// newDesktopSessionsExt returns a new [desktopSessionsExt],
+// or an error if [desktop.SessionManager] is not available.
+func newDesktopSessionsExt(logf logger.Logf, sys *tsd.System) (localBackendExtension, error) {
+	sm, ok := sys.SessionManager.GetOK()
+	if !ok {
+		return nil, errors.New("session manager is not available")
+	}
+	return &desktopSessionsExt{logf: logf, sm: sm, id2sess: make(map[desktop.SessionID]*desktop.Session)}, nil
+}
+
+// Init implements [localBackendExtension].
+func (e *desktopSessionsExt) Init(lb *LocalBackend) (err error) {
+	e.LocalBackend = lb
+	unregisterResolver := lb.RegisterBackgroundProfileResolver(e.getBackgroundProfile)
+	unregisterSessionCb, err := e.sm.RegisterStateCallback(e.updateDesktopSessionState)
+	if err != nil {
+		unregisterResolver()
+		return fmt.Errorf("session callback registration failed: %w", err)
+	}
+	e.cleanup = []func(){unregisterResolver, unregisterSessionCb}
+	return nil
+}
+
+// updateDesktopSessionState is a [desktop.SessionStateCallback]
+// invoked by [desktop.SessionManager] once for each existing session
+// and whenever the session state changes. It updates the session map
+// and switches to the best profile if necessary.
+func (e *desktopSessionsExt) updateDesktopSessionState(session *desktop.Session) {
+	e.mu.Lock()
+	if session.Status != desktop.ClosedSession {
+		e.id2sess[session.ID] = session
+	} else {
+		delete(e.id2sess, session.ID)
+	}
+	e.mu.Unlock()
+
+	var action string
+	switch session.Status {
+	case desktop.ForegroundSession:
+		// The user has either signed in or unlocked their session.
+		// For remote sessions, this may also mean the user has connected.
+		// The distinction isn't important for our purposes,
+		// so let's always say "signed in".
+		action = "signed in to"
+	case desktop.BackgroundSession:
+		action = "locked"
+	case desktop.ClosedSession:
+		action = "signed out from"
+	default:
+		panic("unreachable")
+	}
+	maybeUsername, _ := session.User.Username()
+	userIdentifier := cmp.Or(maybeUsername, string(session.User.UserID()), "user")
+	reason := fmt.Sprintf("%s %s session %v", userIdentifier, action, session.ID)
+
+	e.SwitchToBestProfile(reason)
+}
+
+// getBackgroundProfile is a [profileResolver] that works as follows:
+//
+// If Always-On mode is disabled, it returns no profile ("","",false).
+//
+// If AlwaysOn mode is enabled, it returns the current profile unless:
+// - The current user has signed out.
+// - Another user has a foreground (i.e. active/unlocked) session.
+//
+// If the current user's session runs in the background and no other user
+// has a foreground session, it returns the current profile. This applies
+// when a locally signed-in user locks their screen or when a remote user
+// disconnects without signing out.
+//
+// In all other cases, it returns no profile ("","",false).
+//
+// It is called with [LocalBackend.mu] locked.
+func (e *desktopSessionsExt) getBackgroundProfile() (_ ipn.WindowsUserID, _ ipn.ProfileID, ok bool) {
+	e.mu.Lock()
+	defer e.mu.Unlock()
+
+	if alwaysOn, _ := syspolicy.GetBoolean(syspolicy.AlwaysOn, false); !alwaysOn {
+		return "", "", false
+	}
+
+	isCurrentUserSingedIn := false
+	var foregroundUIDs []ipn.WindowsUserID
+	for _, s := range e.id2sess {
+		switch uid := s.User.UserID(); uid {
+		case e.pm.CurrentUserID():
+			isCurrentUserSingedIn = true
+			if s.Status == desktop.ForegroundSession {
+				// Keep the current profile if the user has a foreground session.
+				return e.pm.CurrentUserID(), e.pm.CurrentProfile().ID(), true
+			}
+		default:
+			if s.Status == desktop.ForegroundSession {
+				foregroundUIDs = append(foregroundUIDs, uid)
+			}
+		}
+	}
+
+	// If there's no current user (e.g., tailscaled just started), or if the current
+	// user has no foreground session, switch to the default profile of the first user
+	// with a foreground session, if any.
+	for _, uid := range foregroundUIDs {
+		if profileID := e.pm.DefaultUserProfileID(uid); profileID != "" {
+			return uid, profileID, true
+		}
+	}
+
+	// If no user has a foreground session but the current user is still signed in,
+	// keep the current profile even if the session is not in the foreground,
+	// such as when the screen is locked or a remote session is disconnected.
+	if len(foregroundUIDs) == 0 && isCurrentUserSingedIn {
+		return e.pm.CurrentUserID(), e.pm.CurrentProfile().ID(), true
+	}
+
+	return "", "", false
+}
+
+// Shutdown implements [localBackendExtension].
+func (e *desktopSessionsExt) Shutdown() error {
+	for _, f := range e.cleanup {
+		f()
+	}
+	e.cleanup = nil
+	e.LocalBackend = nil
+	return nil
+}

ipn/ipnlocal/local.go

@@ -57,10 +57,12 @@ import (
 	"tailscale.com/health/healthmsg"
 	"tailscale.com/hostinfo"
 	"tailscale.com/ipn"
+	"tailscale.com/ipn/auditlog"
 	"tailscale.com/ipn/conffile"
 	"tailscale.com/ipn/ipnauth"
 	"tailscale.com/ipn/ipnstate"
 	"tailscale.com/ipn/policy"
+	memstore "tailscale.com/ipn/store/mem"
 	"tailscale.com/log/sockstatlog"
 	"tailscale.com/logpolicy"
 	"tailscale.com/net/captivedetection"
@@ -168,6 +170,49 @@ type watchSession struct {
 	cancel    context.CancelFunc // to shut down the session
 }
 
+// localBackendExtension extends [LocalBackend] with additional functionality.
+type localBackendExtension interface {
+	// Init is called to initialize the extension when the [LocalBackend] is created
+	// and before it starts running. If the extension cannot be initialized,
+	// it must return an error, and the Shutdown method will not be called.
+	// Any returned errors are not fatal; they are used for logging.
+	// TODO(nickkhyl): should we allow returning a fatal error?
+	Init(*LocalBackend) error
+
+	// Shutdown is called when the [LocalBackend] is shutting down,
+	// if the extension was initialized. Any returned errors are not fatal;
+	// they are used for logging.
+	Shutdown() error
+}
+
+// newLocalBackendExtension is a function that instantiates a [localBackendExtension].
+type newLocalBackendExtension func(logger.Logf, *tsd.System) (localBackendExtension, error)
+
+// registeredExtensions is a map of registered local backend extensions,
+// where the key is the name of the extension and the value is the function
+// that instantiates the extension.
+var registeredExtensions map[string]newLocalBackendExtension
+
+// RegisterExtension registers a function that creates a [localBackendExtension].
+// It panics if newExt is nil or if an extension with the same name has already been registered.
+func RegisterExtension(name string, newExt newLocalBackendExtension) {
+	if newExt == nil {
+		panic(fmt.Sprintf("lb: newExt is nil: %q", name))
+	}
+	if _, ok := registeredExtensions[name]; ok {
+		panic(fmt.Sprintf("lb: duplicate extensions: %q", name))
+	}
+	mak.Set(&registeredExtensions, name, newExt)
+}
+
+// profileResolver is any function that returns user and profile IDs
+// along with a flag indicating whether it succeeded. Since an empty
+// profile ID ("") represents an empty profile, the ok return parameter
+// distinguishes between an empty profile and no profile.
+//
+// It is called with [LocalBackend.mu] held.
+type profileResolver func() (_ ipn.WindowsUserID, _ ipn.ProfileID, ok bool)
+
 // LocalBackend is the glue between the major pieces of the Tailscale
 // network software: the cloud control plane (via controlclient), the
 // network data plane (via wgengine), and the user-facing UIs and CLIs
@@ -302,8 +347,12 @@ type LocalBackend struct {
 	directFileRoot    string
 	componentLogUntil map[string]componentLogState
 	// c2nUpdateStatus is the status of c2n-triggered client update.
-	c2nUpdateStatus     updateStatus
-	currentUser         ipnauth.Actor
+	c2nUpdateStatus updateStatus
+	currentUser     ipnauth.Actor
+
+	// backgroundProfileResolvers are optional background profile resolvers.
+	backgroundProfileResolvers set.HandleSet[profileResolver]
+
 	selfUpdateProgress  []ipnstate.UpdateProgress
 	lastSelfUpdateState ipnstate.SelfUpdateStatus
 	// capForcedNetfilter is the netfilter that control instructs Linux clients
@@ -394,6 +443,21 @@ type LocalBackend struct {
 	// and the user has disconnected with a reason.
 	// See tailscale/corp#26146.
 	overrideAlwaysOn bool
+
+	// reconnectTimer is used to schedule a reconnect by setting [ipn.Prefs.WantRunning]
+	// to true after a delay, or nil if no reconnect is scheduled.
+	reconnectTimer tstime.TimerController
+
+	// shutdownCbs are the callbacks to be called when the backend is shutting down.
+	// Each callback is called exactly once in unspecified order and without b.mu held.
+	// Returned errors are logged but otherwise ignored and do not affect the shutdown process.
+	shutdownCbs set.HandleSet[func() error]
+
+	// auditLogger, if non-nil, manages audit logging for the backend.
+	//
+	// It queues, persists, and sends audit logs
+	// to the control client.  auditLogger has the same lifespan as b.cc.
+	auditLogger *auditlog.Logger
 }
 
 // HealthTracker returns the health tracker for the backend.
@@ -562,17 +626,17 @@ func NewLocalBackend(logf logger.Logf, logID logid.PublicID, sys *tsd.System, lo
 		}
 	}
 
-	// initialize Taildrive shares from saved state
-	fs, ok := b.sys.DriveForRemote.GetOK()
-	if ok {
-		currentShares := b.pm.prefs.DriveShares()
-		if currentShares.Len() > 0 {
-			var shares []*drive.Share
-			for _, share := range currentShares.All() {
-				shares = append(shares, share.AsStruct())
-			}
-			fs.SetShares(shares)
+	for name, newFn := range registeredExtensions {
+		ext, err := newFn(logf, sys)
+		if err != nil {
+			b.logf("lb: failed to create %q extension: %v", name, err)
+			continue
 		}
+		if err := ext.Init(b); err != nil {
+			b.logf("lb: failed to initialize %q extension: %v", name, err)
+			continue
+		}
+		b.shutdownCbs.Add(ext.Shutdown)
 	}
 
 	return b, nil
@@ -1005,6 +1069,8 @@ func (b *LocalBackend) Shutdown() {
 		b.captiveCancel()
 	}
 
+	b.stopReconnectTimerLocked()
+
 	if b.loginFlags&controlclient.LoginEphemeral != 0 {
 		b.mu.Unlock()
 		ctx, cancel := context.WithTimeout(b.ctx, 5*time.Second)
@@ -1033,9 +1099,17 @@ func (b *LocalBackend) Shutdown() {
 	if b.notifyCancel != nil {
 		b.notifyCancel()
 	}
+	shutdownCbs := slices.Collect(maps.Values(b.shutdownCbs))
+	b.shutdownCbs = nil
 	b.mu.Unlock()
 	b.webClientShutdown()
 
+	for _, cb := range shutdownCbs {
+		if err := cb(); err != nil {
+			b.logf("shutdown callback failed: %v", err)
+		}
+	}
+
 	if b.sockstatLogger != nil {
 		ctx, cancel := context.WithTimeout(context.Background(), 5*time.Second)
 		defer cancel()
@@ -1256,6 +1330,7 @@ func (b *LocalBackend) populatePeerStatusLocked(sb *ipnstate.StatusBuilder) {
 			SSH_HostKeys:    p.Hostinfo().SSH_HostKeys().AsSlice(),
 			Location:        p.Hostinfo().Location().AsStruct(),
 			Capabilities:    p.Capabilities().AsSlice(),
+			TaildropTarget:  b.taildropTargetStatus(p),
 		}
 		if cm := p.CapMap(); cm.Len() > 0 {
 			ps.CapMap = make(tailcfg.NodeCapMap, cm.Len())
@@ -1438,6 +1513,10 @@ func (b *LocalBackend) peerCapsLocked(src netip.Addr) tailcfg.PeerCapMap {
 	return nil
 }
 
+func (b *LocalBackend) GetFilterForTest() *filter.Filter {
+	return b.filterAtomic.Load()
+}
+
 // SetControlClientStatus is the callback invoked by the control client whenever it posts a new status.
 // Among other things, this is where we update the netmap, packet filters, DNS and DERP maps.
 func (b *LocalBackend) SetControlClientStatus(c controlclient.Client, st controlclient.Status) {
@@ -1608,6 +1687,15 @@ func (b *LocalBackend) SetControlClientStatus(c controlclient.Client, st control
 			b.logf("Failed to save new controlclient state: %v", err)
 		}
 	}
+
+	// Update the audit logger with the current profile ID.
+	if b.auditLogger != nil && prefsChanged {
+		pid := b.pm.CurrentProfile().ID()
+		if err := b.auditLogger.SetProfileID(pid); err != nil {
+			b.logf("Failed to set profile ID in audit logger: %v", err)
+		}
+	}
+
 	// initTKALocked is dependent on CurrentProfile.ID, which is initialized
 	// (for new profiles) on the first call to b.pm.SetPrefs.
 	if err := b.initTKALocked(); err != nil {
@@ -2263,12 +2351,20 @@ func (b *LocalBackend) Start(opts ipn.Options) error {
 		}); err != nil {
 			b.logf("failed to save UpdatePrefs state: %v", err)
 		}
-		b.setAtomicValuesFromPrefsLocked(pv)
-	} else {
-		b.setAtomicValuesFromPrefsLocked(b.pm.CurrentPrefs())
 	}
 
+	// Reset the always-on override whenever Start is called.
+	b.resetAlwaysOnOverrideLocked()
+	// And also apply syspolicy settings to the current profile.
+	// This is important in two cases: when opts.UpdatePrefs is not nil,
+	// and when Always Mode is enabled and we need to set WantRunning to true.
+	if newp := b.pm.CurrentPrefs().AsStruct(); applySysPolicy(newp, b.lastSuggestedExitNode, b.overrideAlwaysOn) {
+		setExitNodeID(newp, b.netMap)
+		b.pm.setPrefsNoPermCheck(newp.View())
+	}
 	prefs := b.pm.CurrentPrefs()
+	b.setAtomicValuesFromPrefsLocked(prefs)
+
 	wantRunning := prefs.WantRunning()
 	if wantRunning {
 		if err := b.initMachineKeyLocked(); err != nil {
@@ -2307,6 +2403,27 @@ func (b *LocalBackend) Start(opts ipn.Options) error {
 		debugFlags = append([]string{"netstack"}, debugFlags...)
 	}
 
+	var auditLogShutdown func()
+	// Audit logging is only available if the client has set up a proper persistent
+	// store for the logs in sys.
+	store, ok := b.sys.AuditLogStore.GetOK()
+	if !ok {
+		b.logf("auditlog: [unexpected] no persistent audit log storage configured.  using memory store.")
+		store = auditlog.NewLogStore(&memstore.Store{})
+	}
+
+	al := auditlog.NewLogger(auditlog.Opts{
+		Logf:       b.logf,
+		RetryLimit: 32,
+		Store:      store,
+	})
+	b.auditLogger = al
+	auditLogShutdown = func() {
+		ctx, cancel := context.WithTimeout(context.Background(), 5*time.Second)
+		defer cancel()
+		al.FlushAndStop(ctx)
+	}
+
 	// TODO(apenwarr): The only way to change the ServerURL is to
 	// re-run b.Start, because this is the only place we create a
 	// new controlclient. EditPrefs allows you to overwrite ServerURL,
@@ -2332,6 +2449,7 @@ func (b *LocalBackend) Start(opts ipn.Options) error {
 		C2NHandler:                 http.HandlerFunc(b.handleC2N),
 		DialPlan:                   &b.dialPlan, // pointer because it can't be copied
 		ControlKnobs:               b.sys.ControlKnobs(),
+		Shutdown:                   auditLogShutdown,
 
 		// Don't warn about broken Linux IP forwarding when
 		// netstack is being used.
@@ -2366,6 +2484,16 @@ func (b *LocalBackend) Start(opts ipn.Options) error {
 	b.logf("Backend: logs: be:%v fe:%v", blid, opts.FrontendLogID)
 	b.sendToLocked(ipn.Notify{Prefs: &prefs}, allClients)
 
+	// initialize Taildrive shares from saved state
+	if fs, ok := b.sys.DriveForRemote.GetOK(); ok {
+		currentShares := b.pm.CurrentPrefs().DriveShares()
+		var shares []*drive.Share
+		for _, share := range currentShares.All() {
+			shares = append(shares, share.AsStruct())
+		}
+		fs.SetShares(shares)
+	}
+
 	if !loggedOut && (b.hasNodeKeyLocked() || confWantRunning) {
 		// If we know that we're either logged in or meant to be
 		// running, tell the controlclient that it should also assume
@@ -3566,23 +3694,6 @@ func (b *LocalBackend) State() ipn.State {
 	return b.state
 }
 
-// InServerMode reports whether the Tailscale backend is explicitly running in
-// "server mode" where it continues to run despite whatever the platform's
-// default is. In practice, this is only used on Windows, where the default
-// tailscaled behavior is to shut down whenever the GUI disconnects.
-//
-// On non-Windows platforms, this usually returns false (because people don't
-// set unattended mode on other platforms) and also isn't checked on other
-// platforms.
-//
-// TODO(bradfitz): rename to InWindowsUnattendedMode or something? Or make this
-// return true on Linux etc and always be called? It's kinda messy now.
-func (b *LocalBackend) InServerMode() bool {
-	b.mu.Lock()
-	defer b.mu.Unlock()
-	return b.pm.CurrentPrefs().ForceDaemon()
-}
-
 // CheckIPNConnectionAllowed returns an error if the specified actor should not
 // be allowed to connect or make requests to the LocalAPI currently.
 //
@@ -3592,16 +3703,10 @@ func (b *LocalBackend) InServerMode() bool {
 func (b *LocalBackend) CheckIPNConnectionAllowed(actor ipnauth.Actor) error {
 	b.mu.Lock()
 	defer b.mu.Unlock()
-	serverModeUid := b.pm.CurrentUserID()
-	if serverModeUid == "" {
-		// Either this platform isn't a "multi-user" platform or we're not yet
-		// running as one.
+	if b.pm.CurrentUserID() == "" {
+		// There's no "current user" yet; allow the connection.
 		return nil
 	}
-	if !b.pm.CurrentPrefs().ForceDaemon() {
-		return nil
-	}
-
 	// Always allow Windows SYSTEM user to connect,
 	// even if Tailscale is currently being used by another user.
 	if actor.IsLocalSystem() {
@@ -3612,10 +3717,21 @@ func (b *LocalBackend) CheckIPNConnectionAllowed(actor ipnauth.Actor) error {
 	if uid == "" {
 		return errors.New("empty user uid in connection identity")
 	}
-	if uid != serverModeUid {
-		return fmt.Errorf("Tailscale running in server mode (%q); connection from %q not allowed", b.tryLookupUserName(string(serverModeUid)), b.tryLookupUserName(string(uid)))
+	if uid == b.pm.CurrentUserID() {
+		// The connection is from the current user; allow it.
+		return nil
 	}
-	return nil
+
+	// The connection is from a different user; block it.
+	var reason string
+	if b.pm.CurrentPrefs().ForceDaemon() {
+		reason = "running in server mode"
+	} else {
+		reason = "already in use"
+	}
+	return fmt.Errorf("Tailscale %s (%q); connection from %q not allowed",
+		reason, b.tryLookupUserName(string(b.pm.CurrentUserID())),
+		b.tryLookupUserName(string(uid)))
 }
 
 // tryLookupUserName tries to look up the username for the uid.
@@ -3807,14 +3923,15 @@ func (b *LocalBackend) shouldUploadServices() bool {
 //
 // On non-multi-user systems, the actor should be set to nil.
 func (b *LocalBackend) SetCurrentUser(actor ipnauth.Actor) {
-	var uid ipn.WindowsUserID
-	if actor != nil {
-		uid = actor.UserID()
-	}
-
 	unlock := b.lockAndGetUnlock()
 	defer unlock()
 
+	var userIdentifier string
+	if user := cmp.Or(actor, b.currentUser); user != nil {
+		maybeUsername, _ := user.Username()
+		userIdentifier = cmp.Or(maybeUsername, string(user.UserID()))
+	}
+
 	if actor != b.currentUser {
 		if c, ok := b.currentUser.(ipnauth.ActorCloser); ok {
 			c.Close()
@@ -3822,10 +3939,149 @@ func (b *LocalBackend) SetCurrentUser(actor ipnauth.Actor) {
 		b.currentUser = actor
 	}
 
-	if b.pm.CurrentUserID() != uid {
-		b.pm.SetCurrentUserID(uid)
-		b.resetForProfileChangeLockedOnEntry(unlock)
+	var action string
+	if actor == nil {
+		action = "disconnected"
+	} else {
+		action = "connected"
 	}
+	reason := fmt.Sprintf("client %s (%s)", action, userIdentifier)
+	b.switchToBestProfileLockedOnEntry(reason, unlock)
+}
+
+// SwitchToBestProfile selects the best profile to use,
+// as reported by [LocalBackend.resolveBestProfileLocked], and switches
+// to it, unless it's already the current profile. The reason indicates
+// why the profile is being switched, such as due to a client connecting
+// or disconnecting, or a change in the desktop session state, and is used
+// for logging.
+func (b *LocalBackend) SwitchToBestProfile(reason string) {
+	b.switchToBestProfileLockedOnEntry(reason, b.lockAndGetUnlock())
+}
+
+// switchToBestProfileLockedOnEntry is like [LocalBackend.SwitchToBestProfile],
+// but b.mu must held on entry. It is released on exit.
+func (b *LocalBackend) switchToBestProfileLockedOnEntry(reason string, unlock unlockOnce) {
+	defer unlock()
+	oldControlURL := b.pm.CurrentPrefs().ControlURLOrDefault()
+	uid, profileID, background := b.resolveBestProfileLocked()
+	cp, switched := b.pm.SetCurrentUserAndProfile(uid, profileID)
+	switch {
+	case !switched && cp.ID() == "":
+		b.logf("%s: staying on empty profile", reason)
+	case !switched:
+		b.logf("%s: staying on profile %q (%s)", reason, cp.UserProfile().LoginName, cp.ID())
+	case cp.ID() == "":
+		b.logf("%s: disconnecting Tailscale", reason)
+	case background:
+		b.logf("%s: switching to background profile %q (%s)", reason, cp.UserProfile().LoginName, cp.ID())
+	default:
+		b.logf("%s: switching to profile %q (%s)", reason, cp.UserProfile().LoginName, cp.ID())
+	}
+	if !switched {
+		return
+	}
+	// As an optimization, only reset the dialPlan if the control URL changed.
+	if newControlURL := b.pm.CurrentPrefs().ControlURLOrDefault(); oldControlURL != newControlURL {
+		b.resetDialPlan()
+	}
+	if err := b.resetForProfileChangeLockedOnEntry(unlock); err != nil {
+		// TODO(nickkhyl): The actual reset cannot fail. However,
+		// the TKA initialization or [LocalBackend.Start] can fail.
+		// These errors are not critical as far as we're concerned.
+		// But maybe we should post a notification to the API watchers?
+		b.logf("failed switching profile to %q: %v", profileID, err)
+	}
+}
+
+// resolveBestProfileLocked returns the best profile to use based on the current
+// state of the backend, such as whether a GUI/CLI client is connected, whether
+// the unattended mode is enabled, the current state of the desktop sessions,
+// and other factors.
+//
+// It returns the user ID, profile ID, and whether the returned profile is
+// considered a background profile. A background profile is used when no OS user
+// is actively using Tailscale, such as when no GUI/CLI client is connected
+// and Unattended Mode is enabled (see also [LocalBackend.getBackgroundProfileLocked]).
+// An empty profile ID indicates that Tailscale should switch to an empty profile.
+//
+// b.mu must be held.
+func (b *LocalBackend) resolveBestProfileLocked() (userID ipn.WindowsUserID, profileID ipn.ProfileID, isBackground bool) {
+	// If a GUI/CLI client is connected, use the connected user's profile, which means
+	// either the current profile if owned by the user, or their default profile.
+	if b.currentUser != nil {
+		cp := b.pm.CurrentProfile()
+		uid := b.currentUser.UserID()
+
+		var profileID ipn.ProfileID
+		// TODO(nickkhyl): check if the current profile is allowed on the device,
+		// such as when [syspolicy.Tailnet] policy setting requires a specific Tailnet.
+		// See tailscale/corp#26249.
+		if cp.LocalUserID() == uid {
+			profileID = cp.ID()
+		} else {
+			profileID = b.pm.DefaultUserProfileID(uid)
+		}
+		return uid, profileID, false
+	}
+
+	// Otherwise, if on Windows, use the background profile if one is set.
+	// This includes staying on the current profile if Unattended Mode is enabled
+	// or if AlwaysOn mode is enabled and the current user is still signed in.
+	// If the returned background profileID is "", Tailscale will disconnect
+	// and remain idle until a GUI or CLI client connects.
+	if goos := envknob.GOOS(); goos == "windows" {
+		uid, profileID := b.getBackgroundProfileLocked()
+		return uid, profileID, true
+	}
+
+	// On other platforms, however, Tailscale continues to run in the background
+	// using the current profile.
+	//
+	// TODO(nickkhyl): check if the current profile is allowed on the device,
+	// such as when [syspolicy.Tailnet] policy setting requires a specific Tailnet.
+	// See tailscale/corp#26249.
+	return b.pm.CurrentUserID(), b.pm.CurrentProfile().ID(), false
+}
+
+// RegisterBackgroundProfileResolver registers a function to be used when
+// resolving the background profile, until the returned unregister function is called.
+func (b *LocalBackend) RegisterBackgroundProfileResolver(resolver profileResolver) (unregister func()) {
+	// TODO(nickkhyl): should we allow specifying some kind of priority/altitude for the resolver?
+	b.mu.Lock()
+	defer b.mu.Unlock()
+	handle := b.backgroundProfileResolvers.Add(resolver)
+	return func() {
+		b.mu.Lock()
+		defer b.mu.Unlock()
+		delete(b.backgroundProfileResolvers, handle)
+	}
+}
+
+// getBackgroundProfileLocked returns the user and profile ID to use when no GUI/CLI
+// client is connected, or "","" if Tailscale should not run in the background.
+// As of 2025-02-07, it is only used on Windows.
+func (b *LocalBackend) getBackgroundProfileLocked() (ipn.WindowsUserID, ipn.ProfileID) {
+	// TODO(nickkhyl): check if the returned profile is allowed on the device,
+	// such as when [syspolicy.Tailnet] policy setting requires a specific Tailnet.
+	// See tailscale/corp#26249.
+
+	// If Unattended Mode is enabled for the current profile, keep using it.
+	if b.pm.CurrentPrefs().ForceDaemon() {
+		return b.pm.CurrentProfile().LocalUserID(), b.pm.CurrentProfile().ID()
+	}
+
+	// Otherwise, attempt to resolve the background profile using the background
+	// profile resolvers available on the current platform.
+	for _, resolver := range b.backgroundProfileResolvers {
+		if uid, profileID, ok := resolver(); ok {
+			return uid, profileID
+		}
+	}
+
+	// Otherwise, switch to an empty profile and disconnect Tailscale
+	// until a GUI or CLI client connects.
+	return "", ""
 }
 
 // CurrentUserForTest returns the current user and the associated WindowsUserID.
@@ -4046,6 +4302,21 @@ func (b *LocalBackend) MaybeClearAppConnector(mp *ipn.MaskedPrefs) error {
 	return err
 }
 
+var errNoAuditLogger = errors.New("no audit logger configured")
+
+func (b *LocalBackend) getAuditLoggerLocked() ipnauth.AuditLogFunc {
+	logger := b.auditLogger
+	return func(action tailcfg.ClientAuditAction, details string) error {
+		if logger == nil {
+			return errNoAuditLogger
+		}
+		if err := logger.Enqueue(action, details); err != nil {
+			return fmt.Errorf("failed to enqueue audit log %v %q: %w", action, details, err)
+		}
+		return nil
+	}
+}
+
 // EditPrefs applies the changes in mp to the current prefs,
 // acting as the tailscaled itself rather than a specific user.
 func (b *LocalBackend) EditPrefs(mp *ipn.MaskedPrefs) (ipn.PrefsView, error) {
@@ -4071,9 +4342,8 @@ func (b *LocalBackend) EditPrefsAs(mp *ipn.MaskedPrefs, actor ipnauth.Actor) (ip
 	unlock := b.lockAndGetUnlock()
 	defer unlock()
 	if mp.WantRunningSet && !mp.WantRunning && b.pm.CurrentPrefs().WantRunning() {
-		// TODO(barnstar,nickkhyl): replace loggerFn with the actual audit logger.
-		loggerFn := func(action, details string) { b.logf("[audit]: %s: %s", action, details) }
-		if err := actor.CheckProfileAccess(b.pm.CurrentProfile(), ipnauth.Disconnect, loggerFn); err != nil {
+		if err := actor.CheckProfileAccess(b.pm.CurrentProfile(), ipnauth.Disconnect, b.getAuditLoggerLocked()); err != nil {
+			b.logf("check profile access failed: %v", err)
 			return ipn.PrefsView{}, err
 		}
 
@@ -4083,15 +4353,75 @@ func (b *LocalBackend) EditPrefsAs(mp *ipn.MaskedPrefs, actor ipnauth.Actor) (ip
 		// mode on them until the policy changes, they switch to a different profile, etc.
 		b.overrideAlwaysOn = true
 
-		// TODO(nickkhyl): check the ReconnectAfter policy here. If configured,
-		// start a timer to automatically reconnect after the specified duration.
+		if reconnectAfter, _ := syspolicy.GetDuration(syspolicy.ReconnectAfter, 0); reconnectAfter > 0 {
+			b.startReconnectTimerLocked(reconnectAfter)
+		}
 	}
 
 	return b.editPrefsLockedOnEntry(mp, unlock)
 }
 
+// startReconnectTimerLocked sets a timer to automatically set WantRunning to true
+// after the specified duration.
+func (b *LocalBackend) startReconnectTimerLocked(d time.Duration) {
+	if b.reconnectTimer != nil {
+		// Stop may return false if the timer has already fired,
+		// and the function has been called in its own goroutine,
+		// but lost the race to acquire b.mu. In this case, it'll
+		// end up as a no-op due to a reconnectTimer mismatch
+		// once it manages to acquire the lock. This is fine, and we
+		// don't need to check the return value.
+		b.reconnectTimer.Stop()
+	}
+	profileID := b.pm.CurrentProfile().ID()
+	var reconnectTimer tstime.TimerController
+	reconnectTimer = b.clock.AfterFunc(d, func() {
+		unlock := b.lockAndGetUnlock()
+		defer unlock()
+
+		if b.reconnectTimer != reconnectTimer {
+			// We're either not the most recent timer, or we lost the race when
+			// the timer was stopped. No need to reconnect.
+			return
+		}
+		b.reconnectTimer = nil
+
+		cp := b.pm.CurrentProfile()
+		if cp.ID() != profileID {
+			// The timer fired before the profile changed but we lost the race
+			// and acquired the lock shortly after.
+			// No need to reconnect.
+			return
+		}
+
+		mp := &ipn.MaskedPrefs{WantRunningSet: true, Prefs: ipn.Prefs{WantRunning: true}}
+		if _, err := b.editPrefsLockedOnEntry(mp, unlock); err != nil {
+			b.logf("failed to automatically reconnect as %q after %v: %v", cp.Name(), d, err)
+		} else {
+			b.logf("automatically reconnected as %q after %v", cp.Name(), d)
+		}
+	})
+	b.reconnectTimer = reconnectTimer
+	b.logf("reconnect for %q has been scheduled and will be performed in %v", b.pm.CurrentProfile().Name(), d)
+}
+
 func (b *LocalBackend) resetAlwaysOnOverrideLocked() {
 	b.overrideAlwaysOn = false
+	b.stopReconnectTimerLocked()
+}
+
+func (b *LocalBackend) stopReconnectTimerLocked() {
+	if b.reconnectTimer != nil {
+		// Stop may return false if the timer has already fired,
+		// and the function has been called in its own goroutine,
+		// but lost the race to acquire b.mu.
+		// In this case, it'll end up as a no-op due to a reconnectTimer
+		// mismatch (see [LocalBackend.startReconnectTimerLocked])
+		// once it manages to acquire the lock. This is fine, and we
+		// don't need to check the return value.
+		b.reconnectTimer.Stop()
+		b.reconnectTimer = nil
+	}
 }
 
 // Warning: b.mu must be held on entry, but it unlocks it on the way out.
@@ -4166,6 +4496,12 @@ func (b *LocalBackend) hasIngressEnabledLocked() bool {
 	return b.serveConfig.Valid() && b.serveConfig.IsFunnelOn()
 }
 
+// shouldWireInactiveIngressLocked reports whether the node is in a state where funnel is not actively enabled, but it
+// seems that it is intended to be used with funnel.
+func (b *LocalBackend) shouldWireInactiveIngressLocked() bool {
+	return b.serveConfig.Valid() && !b.hasIngressEnabledLocked() && b.wantIngressLocked()
+}
+
 // setPrefsLockedOnEntry requires b.mu be held to call it, but it
 // unlocks b.mu when done. newp ownership passes to this function.
 // It returns a read-only copy of the new prefs.
@@ -4179,7 +4515,7 @@ func (b *LocalBackend) setPrefsLockedOnEntry(newp *ipn.Prefs, unlock unlockOnce)
 	if oldp.Valid() {
 		newp.Persist = oldp.Persist().AsStruct() // caller isn't allowed to override this
 	}
-	// applySysPolicyToPrefsLocked returns whether it updated newp,
+	// applySysPolicy returns whether it updated newp,
 	// but everything in this function treats b.prefs as completely new
 	// anyway, so its return value can be ignored here.
 	applySysPolicy(newp, b.lastSuggestedExitNode, b.overrideAlwaysOn)
@@ -5273,18 +5609,18 @@ func (b *LocalBackend) applyPrefsToHostinfoLocked(hi *tailcfg.Hostinfo, prefs ip
 
 	hi.ServicesHash = b.vipServiceHash(b.vipServicesFromPrefsLocked(prefs))
 
-	// The Hostinfo.WantIngress field tells control whether this node wants to
-	// be wired up for ingress connections. If harmless if it's accidentally
-	// true; the actual policy is controlled in tailscaled by ServeConfig. But
-	// if this is accidentally false, then control may not configure DNS
-	// properly. This exists as an optimization to control to program fewer DNS
-	// records that have ingress enabled but are not actually being used.
-	// TODO(irbekrm): once control knows that if hostinfo.IngressEnabled is true,
-	// then wireIngress can be considered true, don't send wireIngress in that case.
-	hi.WireIngress = b.wantIngressLocked()
 	// The Hostinfo.IngressEnabled field is used to communicate to control whether
-	// the funnel is actually enabled.
+	// the node has funnel enabled.
 	hi.IngressEnabled = b.hasIngressEnabledLocked()
+	// The Hostinfo.WantIngress field tells control whether the user intends
+	// to use funnel with this node even though it is not currently enabled.
+	// This is an optimization to control- Funnel requires creation of DNS
+	// records and because DNS propagation can take time, we want to ensure
+	// that the records exist for any node that intends to use funnel even
+	// if it's not enabled. If hi.IngressEnabled is true, control knows that
+	// DNS records are needed, so we can save bandwidth and not send
+	// WireIngress.
+	hi.WireIngress = b.shouldWireInactiveIngressLocked()
 	hi.AppConnector.Set(prefs.AppConnector().Advertise)
 }
 
@@ -5591,6 +5927,15 @@ func (b *LocalBackend) requestEngineStatusAndWait() {
 func (b *LocalBackend) setControlClientLocked(cc controlclient.Client) {
 	b.cc = cc
 	b.ccAuto, _ = cc.(*controlclient.Auto)
+	if b.auditLogger != nil {
+		if err := b.auditLogger.SetProfileID(b.pm.CurrentProfile().ID()); err != nil {
+			b.logf("audit logger set profile ID failure: %v", err)
+		}
+
+		if err := b.auditLogger.Start(b.ccAuto); err != nil {
+			b.logf("audit logger start failure: %v", err)
+		}
+	}
 }
 
 // resetControlClientLocked sets b.cc to nil and returns the old value. If the
@@ -6198,8 +6543,6 @@ func (b *LocalBackend) setTCPPortsInterceptedFromNetmapAndPrefsLocked(prefs ipn.
 
 // updateIngressLocked updates the hostinfo.WireIngress and hostinfo.IngressEnabled fields and kicks off a Hostinfo
 // update if the values have changed.
-// TODO(irbekrm): once control knows that if hostinfo.IngressEnabled is true, then wireIngress can be considered true,
-// we can stop sending hostinfo.WireIngress in that case.
 //
 // b.mu must be held.
 func (b *LocalBackend) updateIngressLocked() {
@@ -6207,16 +6550,16 @@ func (b *LocalBackend) updateIngressLocked() {
 		return
 	}
 	hostInfoChanged := false
-	if wire := b.wantIngressLocked(); b.hostinfo.WireIngress != wire {
-		b.logf("Hostinfo.WireIngress changed to %v", wire)
-		b.hostinfo.WireIngress = wire
-		hostInfoChanged = true
-	}
 	if ie := b.hasIngressEnabledLocked(); b.hostinfo.IngressEnabled != ie {
 		b.logf("Hostinfo.IngressEnabled changed to %v", ie)
 		b.hostinfo.IngressEnabled = ie
 		hostInfoChanged = true
 	}
+	if wire := b.shouldWireInactiveIngressLocked(); b.hostinfo.WireIngress != wire {
+		b.logf("Hostinfo.WireIngress changed to %v", wire)
+		b.hostinfo.WireIngress = wire
+		hostInfoChanged = true
+	}
 	// Kick off a Hostinfo update to control if ingress status has changed.
 	if hostInfoChanged {
 		b.goTracker.Go(b.doSetHostinfoFilterServices)
@@ -6424,6 +6767,41 @@ func (b *LocalBackend) FileTargets() ([]*apitype.FileTarget, error) {
 	return ret, nil
 }
 
+func (b *LocalBackend) taildropTargetStatus(p tailcfg.NodeView) ipnstate.TaildropTargetStatus {
+	if b.state != ipn.Running {
+		return ipnstate.TaildropTargetIpnStateNotRunning
+	}
+	if b.netMap == nil {
+		return ipnstate.TaildropTargetNoNetmapAvailable
+	}
+	if !b.capFileSharing {
+		return ipnstate.TaildropTargetMissingCap
+	}
+
+	if !p.Online().Get() {
+		return ipnstate.TaildropTargetOffline
+	}
+
+	if !p.Valid() {
+		return ipnstate.TaildropTargetNoPeerInfo
+	}
+	if b.netMap.User() != p.User() {
+		// Different user must have the explicit file sharing target capability
+		if p.Addresses().Len() == 0 ||
+			!b.peerHasCapLocked(p.Addresses().At(0).Addr(), tailcfg.PeerCapabilityFileSharingTarget) {
+			return ipnstate.TaildropTargetOwnedByOtherUser
+		}
+	}
+
+	if p.Hostinfo().OS() == "tvOS" {
+		return ipnstate.TaildropTargetUnsupportedOS
+	}
+	if peerAPIBase(b.netMap, p) == "" {
+		return ipnstate.TaildropTargetNoPeerAPI
+	}
+	return ipnstate.TaildropTargetAvailable
+}
+
 // peerIsTaildropTargetLocked reports whether p is a valid Taildrop file
 // recipient from this node according to its ownership and the capabilities in
 // the netmap.
@@ -7062,21 +7440,20 @@ func (b *LocalBackend) ShouldInterceptVIPServiceTCPPort(ap netip.AddrPort) bool
 // It will restart the backend on success.
 // If the profile is not known, it returns an errProfileNotFound.
 func (b *LocalBackend) SwitchProfile(profile ipn.ProfileID) error {
-	if b.CurrentProfile().ID() == profile {
-		return nil
-	}
 	unlock := b.lockAndGetUnlock()
 	defer unlock()
 
+	if b.pm.CurrentProfile().ID() == profile {
+		return nil
+	}
+
 	oldControlURL := b.pm.CurrentPrefs().ControlURLOrDefault()
 	if err := b.pm.SwitchProfile(profile); err != nil {
 		return err
 	}
 
-	// As an optimization, only reset the dialPlan if the control URL
-	// changed; we treat an empty URL as "unknown" and always reset.
-	newControlURL := b.pm.CurrentPrefs().ControlURLOrDefault()
-	if oldControlURL != newControlURL || oldControlURL == "" || newControlURL == "" {
+	// As an optimization, only reset the dialPlan if the control URL changed.
+	if newControlURL := b.pm.CurrentPrefs().ControlURLOrDefault(); oldControlURL != newControlURL {
 		b.resetDialPlan()
 	}
 
@@ -7160,9 +7537,9 @@ func (b *LocalBackend) resetForProfileChangeLockedOnEntry(unlock unlockOnce) err
 		// Needs to happen without b.mu held.
 		defer prevCC.Shutdown()
 	}
-	if err := b.initTKALocked(); err != nil {
-		return err
-	}
+	// TKA errors should not prevent resetting the backend state.
+	// However, we should still return the error to the caller.
+	tkaErr := b.initTKALocked()
 	b.lastServeConfJSON = mem.B(nil)
 	b.serveConfig = ipn.ServeConfigView{}
 	b.lastSuggestedExitNode = ""
@@ -7171,6 +7548,9 @@ func (b *LocalBackend) resetForProfileChangeLockedOnEntry(unlock unlockOnce) err
 	b.setAtomicValuesFromPrefsLocked(b.pm.CurrentPrefs())
 	b.enterStateLockedOnEntry(ipn.NoState, unlock) // Reset state; releases b.mu
 	b.health.SetLocalLogConfigHealth(nil)
+	if tkaErr != nil {
+		return tkaErr
+	}
 	return b.Start(ipn.Options{})
 }
 
@@ -7901,15 +8281,13 @@ func (b *LocalBackend) vipServiceHash(services []*tailcfg.VIPService) string {
 func (b *LocalBackend) vipServicesFromPrefsLocked(prefs ipn.PrefsView) []*tailcfg.VIPService {
 	// keyed by service name
 	var services map[tailcfg.ServiceName]*tailcfg.VIPService
-	if !b.serveConfig.Valid() {
-		return nil
-	}
-
-	for svc, config := range b.serveConfig.Services().All() {
-		mak.Set(&services, svc, &tailcfg.VIPService{
-			Name:  svc,
-			Ports: config.ServicePortRange(),
-		})
+	if b.serveConfig.Valid() {
+		for svc, config := range b.serveConfig.Services().All() {
+			mak.Set(&services, svc, &tailcfg.VIPService{
+				Name:  svc,
+				Ports: config.ServicePortRange(),
+			})
+		}
 	}
 
 	for _, s := range prefs.AdvertiseServices().All() {
@@ -7922,7 +8300,14 @@ func (b *LocalBackend) vipServicesFromPrefsLocked(prefs ipn.PrefsView) []*tailcf
 		services[sn].Active = true
 	}
 
-	return slicesx.MapValues(services)
+	servicesList := slicesx.MapValues(services)
+	// [slicesx.MapValues] provides the values in an indeterminate order, but since we'll
+	// be hashing a representation of this list later we want it to be in a consistent
+	// order.
+	slices.SortFunc(servicesList, func(a, b *tailcfg.VIPService) int {
+		return strings.Compare(a.Name.String(), b.Name.String())
+	})
+	return servicesList
 }
 
 var (

ipn/ipnlocal/local_test.go

@@ -5084,7 +5084,7 @@ func TestUpdateIngressLocked(t *testing.T) {
 				},
 			},
 			wantIngress:       true,
-			wantWireIngress:   true,
+			wantWireIngress:   false, // implied by wantIngress
 			wantControlUpdate: true,
 		},
 		{
@@ -5111,7 +5111,6 @@ func TestUpdateIngressLocked(t *testing.T) {
 			name: "funnel_enabled_no_change",
 			hi: &tailcfg.Hostinfo{
 				IngressEnabled: true,
-				WireIngress:    true,
 			},
 			sc: &ipn.ServeConfig{
 				AllowFunnel: map[ipn.HostPort]bool{
@@ -5119,7 +5118,7 @@ func TestUpdateIngressLocked(t *testing.T) {
 				},
 			},
 			wantIngress:     true,
-			wantWireIngress: true,
+			wantWireIngress: false, // implied by wantIngress
 		},
 		{
 			name: "funnel_disabled_no_change",
@@ -5137,7 +5136,6 @@ func TestUpdateIngressLocked(t *testing.T) {
 			name: "funnel_changes_to_disabled",
 			hi: &tailcfg.Hostinfo{
 				IngressEnabled: true,
-				WireIngress:    true,
 			},
 			sc: &ipn.ServeConfig{
 				AllowFunnel: map[ipn.HostPort]bool{
@@ -5157,8 +5155,8 @@ func TestUpdateIngressLocked(t *testing.T) {
 					"tailnet.xyz:443": true,
 				},
 			},
-			wantWireIngress:   true,
 			wantIngress:       true,
+			wantWireIngress:   false, // implied by wantIngress
 			wantControlUpdate: true,
 		},
 	}

ipn/ipnlocal/profiles.go

@@ -77,6 +77,49 @@ func (pm *profileManager) SetCurrentUserID(uid ipn.WindowsUserID) {
 	}
 }
 
+// SetCurrentUserAndProfile sets the current user ID and switches the specified
+// profile, if it is accessible to the user. If the profile does not exist,
+// or is not accessible, it switches to the user's default profile,
+// creating a new one if necessary.
+//
+// It is a shorthand for [profileManager.SetCurrentUserID] followed by
+// [profileManager.SwitchProfile], but it is more efficient as it switches
+// directly to the specified profile rather than switching to the user's
+// default profile first.
+//
+// As a special case, if the specified profile ID "", it creates a new
+// profile for the user and switches to it, unless the current profile
+// is already a new, empty profile owned by the user.
+//
+// It returns the current profile and whether the call resulted
+// in a profile switch.
+func (pm *profileManager) SetCurrentUserAndProfile(uid ipn.WindowsUserID, profileID ipn.ProfileID) (cp ipn.LoginProfileView, changed bool) {
+	pm.currentUserID = uid
+
+	if profileID == "" {
+		if pm.currentProfile.ID() == "" && pm.currentProfile.LocalUserID() == uid {
+			return pm.currentProfile, false
+		}
+		pm.NewProfileForUser(uid)
+		return pm.currentProfile, true
+	}
+
+	if profile, err := pm.ProfileByID(profileID); err == nil {
+		if pm.CurrentProfile().ID() == profileID {
+			return pm.currentProfile, false
+		}
+		if err := pm.SwitchProfile(profile.ID()); err == nil {
+			return pm.currentProfile, true
+		}
+	}
+
+	if err := pm.SwitchToDefaultProfile(); err != nil {
+		pm.logf("%q's default profile cannot be used; creating a new one: %v", uid, err)
+		pm.NewProfile()
+	}
+	return pm.currentProfile, true
+}
+
 // DefaultUserProfileID returns [ipn.ProfileID] of the default (last used) profile for the specified user,
 // or an empty string if the specified user does not have a default profile.
 func (pm *profileManager) DefaultUserProfileID(uid ipn.WindowsUserID) ipn.ProfileID {

ipn/ipnserver/actor.go

@@ -32,6 +32,7 @@ type actor struct {
 	ci   *ipnauth.ConnIdentity
 
 	clientID ipnauth.ClientID
+	userID   ipn.WindowsUserID // cached Windows user ID of the connected client process.
 	// accessOverrideReason specifies the reason for overriding certain access restrictions,
 	// such as permitting a user to disconnect when the always-on mode is enabled,
 	// provided that such justification is allowed by the policy.
@@ -59,7 +60,14 @@ func newActor(logf logger.Logf, c net.Conn) (*actor, error) {
 		// connectivity on domain-joined devices and/or be slow.
 		clientID = ipnauth.ClientIDFrom(pid)
 	}
-	return &actor{logf: logf, ci: ci, clientID: clientID, isLocalSystem: connIsLocalSystem(ci)}, nil
+	return &actor{
+			logf:          logf,
+			ci:            ci,
+			clientID:      clientID,
+			userID:        ci.WindowsUserID(),
+			isLocalSystem: connIsLocalSystem(ci),
+		},
+		nil
 }
 
 // actorWithAccessOverride returns a new actor that carries the specified
@@ -73,6 +81,7 @@ func actorWithAccessOverride(baseActor *actor, reason string) *actor {
 		logf:                 baseActor.logf,
 		ci:                   baseActor.ci,
 		clientID:             baseActor.clientID,
+		userID:               baseActor.userID,
 		accessOverrideReason: reason,
 		isLocalSystem:        baseActor.isLocalSystem,
 	}
@@ -106,7 +115,7 @@ func (a *actor) IsLocalAdmin(operatorUID string) bool {
 
 // UserID implements [ipnauth.Actor].
 func (a *actor) UserID() ipn.WindowsUserID {
-	return a.ci.WindowsUserID()
+	return a.userID
 }
 
 func (a *actor) pid() int {

ipn/ipnserver/server.go

@@ -42,12 +42,6 @@ type Server struct {
 	logf         logger.Logf
 	netMon       *netmon.Monitor // must be non-nil
 	backendLogID logid.PublicID
-	// resetOnZero is whether to call bs.Reset on transition from
-	// 1->0 active HTTP requests. That is, this is whether the backend is
-	// being run in "client mode" that requires an active GUI
-	// connection (such as on Windows by default). Even if this
-	// is true, the ForceDaemon pref can override this.
-	resetOnZero bool
 
 	// mu guards the fields that follow.
 	// lock order: mu, then LocalBackend.mu
@@ -429,13 +423,8 @@ func (s *Server) addActiveHTTPRequest(req *http.Request, actor ipnauth.Actor) (o
 			return
 		}
 
-		if s.resetOnZero {
-			if lb.InServerMode() {
-				s.logf("client disconnected; staying alive in server mode")
-			} else {
-				s.logf("client disconnected; stopping server")
-				lb.SetCurrentUser(nil)
-			}
+		if envknob.GOOS() == "windows" && !actor.IsLocalSystem() {
+			lb.SetCurrentUser(nil)
 		}
 
 		// Wake up callers waiting for the server to be idle:
@@ -459,7 +448,6 @@ func New(logf logger.Logf, logID logid.PublicID, netMon *netmon.Monitor) *Server
 		backendLogID: logID,
 		logf:         logf,
 		netMon:       netMon,
-		resetOnZero:  envknob.GOOS() == "windows",
 	}
 }
 

ipn/ipnstate/ipnstate.go

@@ -216,6 +216,11 @@ type PeerStatusLite struct {
 }
 
 // PeerStatus describes a peer node and its current state.
+// WARNING: The fields in PeerStatus are merged by the AddPeer method in the StatusBuilder.
+// When adding a new field to PeerStatus, you must update AddPeer to handle merging
+// the new field. The AddPeer function is responsible for combining multiple updates
+// to the same peer, and any new field that is not merged properly may lead to
+// inconsistencies or lost data in the peer status.
 type PeerStatus struct {
 	ID        tailcfg.StableNodeID
 	PublicKey key.NodePublic
@@ -270,6 +275,12 @@ type PeerStatus struct {
 	// PeerAPIURL are the URLs of the node's PeerAPI servers.
 	PeerAPIURL []string
 
+	// TaildropTargetStatus represents the node's eligibility to have files shared to it.
+	TaildropTarget TaildropTargetStatus
+
+	// Reason why this peer cannot receive files. Empty if CanReceiveFiles=true
+	NoFileSharingReason string
+
 	// Capabilities are capabilities that the node has.
 	// They're free-form strings, but should be in the form of URLs/URIs
 	// such as:
@@ -318,6 +329,21 @@ type PeerStatus struct {
 	Location *tailcfg.Location `json:",omitempty"`
 }
 
+type TaildropTargetStatus int
+
+const (
+	TaildropTargetUnknown TaildropTargetStatus = iota
+	TaildropTargetAvailable
+	TaildropTargetNoNetmapAvailable
+	TaildropTargetIpnStateNotRunning
+	TaildropTargetMissingCap
+	TaildropTargetOffline
+	TaildropTargetNoPeerInfo
+	TaildropTargetUnsupportedOS
+	TaildropTargetNoPeerAPI
+	TaildropTargetOwnedByOtherUser
+)
+
 // HasCap reports whether ps has the given capability.
 func (ps *PeerStatus) HasCap(cap tailcfg.NodeCapability) bool {
 	return ps.CapMap.Contains(cap)
@@ -512,6 +538,9 @@ func (sb *StatusBuilder) AddPeer(peer key.NodePublic, st *PeerStatus) {
 	if v := st.Capabilities; v != nil {
 		e.Capabilities = v
 	}
+	if v := st.TaildropTarget; v != TaildropTargetUnknown {
+		e.TaildropTarget = v
+	}
 	e.Location = st.Location
 }
 

ipn/store/awsstore/store_aws.go

@@ -10,7 +10,9 @@ import (
 	"context"
 	"errors"
 	"fmt"
+	"net/url"
 	"regexp"
+	"strings"
 
 	"github.com/aws/aws-sdk-go-v2/aws"
 	"github.com/aws/aws-sdk-go-v2/aws/arn"
@@ -28,6 +30,14 @@ const (
 
 var parameterNameRx = regexp.MustCompile(parameterNameRxStr)
 
+// Option defines a functional option type for configuring awsStore.
+type Option func(*storeOptions)
+
+// storeOptions holds optional settings for creating a new awsStore.
+type storeOptions struct {
+	kmsKey string
+}
+
 // awsSSMClient is an interface allowing us to mock the couple of
 // API calls we are leveraging with the AWSStore provider
 type awsSSMClient interface {
@@ -46,6 +56,10 @@ type awsStore struct {
 	ssmClient awsSSMClient
 	ssmARN    arn.ARN
 
+	// kmsKey is optional. If empty, the parameter is stored in plaintext.
+	// If non-empty, the parameter is encrypted with this KMS key.
+	kmsKey string
+
 	memory mem.Store
 }
 
@@ -57,30 +71,80 @@ type awsStore struct {
 // Tailscaled to only only store new state in-memory and
 // restarting Tailscaled can fail until you delete your state
 // from the AWS Parameter Store.
-func New(_ logger.Logf, ssmARN string) (ipn.StateStore, error) {
-	return newStore(ssmARN, nil)
+//
+// If you want to specify an optional KMS key,
+// pass one or more Option objects, e.g. awsstore.WithKeyID("alias/my-key").
+func New(_ logger.Logf, ssmARN string, opts ...Option) (ipn.StateStore, error) {
+	// Apply all options to an empty storeOptions
+	var so storeOptions
+	for _, opt := range opts {
+		opt(&so)
+	}
+
+	return newStore(ssmARN, so, nil)
+}
+
+// WithKeyID sets the KMS key to be used for encryption. It can be
+// a KeyID, an alias ("alias/my-key"), or a full ARN.
+//
+// If kmsKey is empty, the Option is a no-op.
+func WithKeyID(kmsKey string) Option {
+	return func(o *storeOptions) {
+		o.kmsKey = kmsKey
+	}
+}
+
+// ParseARNAndOpts parses an ARN and optional URL-encoded parameters
+// from arg.
+func ParseARNAndOpts(arg string) (ssmARN string, opts []Option, err error) {
+	ssmARN = arg
+
+	// Support optional ?url-encoded-parameters.
+	if s, q, ok := strings.Cut(arg, "?"); ok {
+		ssmARN = s
+		q, err := url.ParseQuery(q)
+		if err != nil {
+			return "", nil, err
+		}
+
+		for k := range q {
+			switch k {
+			default:
+				return "", nil, fmt.Errorf("unknown arn option parameter %q", k)
+			case "kmsKey":
+				// We allow an ARN, a key ID, or an alias name for kmsKeyID.
+				// If it doesn't look like an ARN and doesn't have a '/',
+				// prepend "alias/" for KMS alias references.
+				kmsKey := q.Get(k)
+				if kmsKey != "" &&
+					!strings.Contains(kmsKey, "/") &&
+					!strings.HasPrefix(kmsKey, "arn:") {
+					kmsKey = "alias/" + kmsKey
+				}
+				if kmsKey != "" {
+					opts = append(opts, WithKeyID(kmsKey))
+				}
+			}
+		}
+	}
+	return ssmARN, opts, nil
 }
 
 // newStore is NewStore, but for tests. If client is non-nil, it's
 // used instead of making one.
-func newStore(ssmARN string, client awsSSMClient) (ipn.StateStore, error) {
+func newStore(ssmARN string, so storeOptions, client awsSSMClient) (ipn.StateStore, error) {
 	s := &awsStore{
 		ssmClient: client,
+		kmsKey:    so.kmsKey,
 	}
 
 	var err error
-
-	// Parse the ARN
 	if s.ssmARN, err = arn.Parse(ssmARN); err != nil {
 		return nil, fmt.Errorf("unable to parse the ARN correctly: %v", err)
 	}
-
-	// Validate the ARN corresponds to the SSM service
 	if s.ssmARN.Service != "ssm" {
 		return nil, fmt.Errorf("invalid service %q, expected 'ssm'", s.ssmARN.Service)
 	}
-
-	// Validate the ARN corresponds to a parameter store resource
 	if !parameterNameRx.MatchString(s.ssmARN.Resource) {
 		return nil, fmt.Errorf("invalid resource %q, expected to match %v", s.ssmARN.Resource, parameterNameRxStr)
 	}
@@ -96,12 +160,11 @@ func newStore(ssmARN string, client awsSSMClient) (ipn.StateStore, error) {
 		s.ssmClient = ssm.NewFromConfig(cfg)
 	}
 
-	// Hydrate cache with the potentially current state
+	// Preload existing state, if any
 	if err := s.LoadState(); err != nil {
 		return nil, err
 	}
 	return s, nil
-
 }
 
 // LoadState attempts to read the state from AWS SSM parameter store key.
@@ -172,15 +235,21 @@ func (s *awsStore) persistState() error {
 	// which is free. However, if it exceeds 4kb it switches the parameter to advanced tiering
 	// doubling the capacity to 8kb per the following docs:
 	// https://aws.amazon.com/about-aws/whats-new/2019/08/aws-systems-manager-parameter-store-announces-intelligent-tiering-to-enable-automatic-parameter-tier-selection/
-	_, err = s.ssmClient.PutParameter(
-		context.TODO(),
-		&ssm.PutParameterInput{
-			Name:      aws.String(s.ParameterName()),
-			Value:     aws.String(string(bs)),
-			Overwrite: aws.Bool(true),
-			Tier:      ssmTypes.ParameterTierIntelligentTiering,
-			Type:      ssmTypes.ParameterTypeSecureString,
-		},
-	)
+	in := &ssm.PutParameterInput{
+		Name:      aws.String(s.ParameterName()),
+		Value:     aws.String(string(bs)),
+		Overwrite: aws.Bool(true),
+		Tier:      ssmTypes.ParameterTierIntelligentTiering,
+		Type:      ssmTypes.ParameterTypeSecureString,
+	}
+
+	// If kmsKey is specified, encrypt with that key
+	// NOTE: this input allows any alias, keyID or ARN
+	// If this isn't specified, AWS will use the default KMS key
+	if s.kmsKey != "" {
+		in.KeyId = aws.String(s.kmsKey)
+	}
+
+	_, err = s.ssmClient.PutParameter(context.TODO(), in)
 	return err
 }