更新 cmd/derper/cert.go

将与域名验证相关的内容删除或注释

.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/govulncheck.yml

@@ -30,7 +30,7 @@ jobs:
           token: ${{ secrets.GOVULNCHECK_BOT_TOKEN }}
           payload: |
             {
-              "channel": "C05PXRM304B",
+              "channel": "C08FGKZCQTW",
               "blocks": [
                 {
                   "type": "section",

.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

ALPINE.txt

@@ -1 +1 @@
-3.18
+3.19

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
 
@@ -62,8 +62,10 @@ RUN GOARCH=$TARGETARCH go install -ldflags="\
       -X tailscale.com/version.gitCommitStamp=$VERSION_GIT_HASH" \
       -v ./cmd/tailscale ./cmd/tailscaled ./cmd/containerboot
 
-FROM alpine:3.18
+FROM alpine:3.19
 RUN apk add --no-cache ca-certificates iptables iproute2 ip6tables
+RUN rm /sbin/iptables && ln -s /sbin/iptables-legacy /sbin/iptables
+RUN rm /sbin/ip6tables && ln -s /sbin/ip6tables-legacy /sbin/ip6tables
 
 COPY --from=build-env /go/bin/* /usr/local/bin/
 # For compat with the previous run.sh, although ideally you should be

Dockerfile.base

@@ -1,5 +1,12 @@
 # Copyright (c) Tailscale Inc & AUTHORS
 # SPDX-License-Identifier: BSD-3-Clause
 
-FROM alpine:3.18
-RUN apk add --no-cache ca-certificates iptables iproute2 ip6tables iputils
+FROM alpine:3.19
+RUN apk add --no-cache ca-certificates iptables iptables-legacy iproute2 ip6tables iputils
+# Alpine 3.19 replaces legacy iptables with nftables based implementation.  We
+# can't be certain that all hosts that run Tailscale containers currently
+# suppport nftables, so link back to legacy for backwards compatibility reasons.
+# TODO(irbekrm): add some way how to determine if we still run on nodes that
+# don't support nftables, so that we can eventually remove these symlinks.
+RUN rm /sbin/iptables && ln -s /sbin/iptables-legacy /sbin/iptables
+RUN rm /sbin/ip6tables && ln -s /sbin/ip6tables-legacy /sbin/ip6tables

VERSION.txt

@@ -1 +1 @@
-1.81.0
+1.83.0

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
 }
 

build_docker.sh

@@ -16,7 +16,7 @@ eval "$(./build_dist.sh shellvars)"
 
 DEFAULT_TARGET="client"
 DEFAULT_TAGS="v${VERSION_SHORT},v${VERSION_MINOR}"
-DEFAULT_BASE="tailscale/alpine-base:3.18"
+DEFAULT_BASE="tailscale/alpine-base:3.19"
 # Set a few pre-defined OCI annotations. The source annotation is used by tools such as Renovate that scan the linked
 # Github repo to find release notes for any new image tags. Note that for official Tailscale images the default
 # annotations defined here will be overriden by release scripts that call this script.

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

@@ -79,6 +79,13 @@ type Device struct {
 	// Tailscale have attempted to collect this from the device but it has not
 	// opted in, PostureIdentity will have Disabled=true.
 	PostureIdentity *DevicePostureIdentity `json:"postureIdentity"`
+
+	// TailnetLockKey is the tailnet lock public key of the node as a hex string.
+	TailnetLockKey string `json:"tailnetLockKey,omitempty"`
+
+	// TailnetLockErr indicates an issue with the tailnet lock node-key signature
+	// on this device. This field is only populated when tailnet lock is enabled.
+	TailnetLockErr string `json:"tailnetLockError,omitempty"`
 }
 
 type DevicePostureIdentity struct {
@@ -131,7 +138,7 @@ 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 +156,7 @@ 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 +195,7 @@ 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 +228,7 @@ 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 +260,7 @@ 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 +288,7 @@ 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 {
@@ -328,7 +335,8 @@ func (s *Server) requireTailscaleIP(w http.ResponseWriter, r *http.Request) (han
 		ipv6ServiceHost = "[" + tsaddr.TailscaleServiceIPv6String + "]"
 	)
 	// allow requests on quad-100 (or ipv6 equivalent)
-	if r.Host == ipv4ServiceHost || r.Host == ipv6ServiceHost {
+	host := strings.TrimSuffix(r.Host, ":80")
+	if host == ipv4ServiceHost || host == ipv6ServiceHost {
 		return false
 	}
 

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"
@@ -1175,6 +1177,16 @@ func TestRequireTailscaleIP(t *testing.T) {
 			target:      "http://[fd7a:115c:a1e0::53]/",
 			wantHandled: false,
 		},
+		{
+			name:        "quad-100:80",
+			target:      "http://100.100.100.100:80/",
+			wantHandled: false,
+		},
+		{
+			name:        "ipv6-service-addr:80",
+			target:      "http://[fd7a:115c:a1e0::53]:80/",
+			wantHandled: false,
+		},
 	}
 
 	for _, tt := range tests {
@@ -1477,3 +1489,83 @@ 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)
+	}
+}

clientupdate/clientupdate.go

@@ -28,6 +28,7 @@ import (
 	"strings"
 
 	"tailscale.com/hostinfo"
+	"tailscale.com/types/lazy"
 	"tailscale.com/types/logger"
 	"tailscale.com/util/cmpver"
 	"tailscale.com/version"
@@ -249,9 +250,13 @@ func (up *Updater) getUpdateFunction() (fn updateFunction, canAutoUpdate bool) {
 	return nil, false
 }
 
+var canAutoUpdateCache lazy.SyncValue[bool]
+
 // CanAutoUpdate reports whether auto-updating via the clientupdate package
 // is supported for the current os/distro.
-func CanAutoUpdate() bool {
+func CanAutoUpdate() bool { return canAutoUpdateCache.Get(canAutoUpdateUncached) }
+
+func canAutoUpdateUncached() bool {
 	if version.IsMacSysExt() {
 		// Macsys uses Sparkle for auto-updates, which doesn't have an update
 		// function in this package.

cmd/containerboot/certs.go

@@ -0,0 +1,156 @@
+// Copyright (c) Tailscale Inc & AUTHORS
+// SPDX-License-Identifier: BSD-3-Clause
+
+//go:build linux
+
+package main
+
+import (
+	"context"
+	"fmt"
+	"log"
+	"net"
+	"sync"
+	"time"
+
+	"tailscale.com/ipn"
+	"tailscale.com/util/goroutines"
+	"tailscale.com/util/mak"
+)
+
+// certManager is responsible for issuing certificates for known domains and for
+// maintaining a loop that re-attempts issuance daily.
+// Currently cert manager logic is only run on ingress ProxyGroup replicas that are responsible for managing certs for
+// HA Ingress HTTPS endpoints ('write' replicas).
+type certManager struct {
+	lc      localClient
+	tracker goroutines.Tracker // tracks running goroutines
+	mu      sync.Mutex         // guards the following
+	// certLoops contains a map of DNS names, for which we currently need to
+	// manage certs to cancel functions that allow stopping a goroutine when
+	// we no longer need to manage certs for the DNS name.
+	certLoops map[string]context.CancelFunc
+}
+
+// ensureCertLoops ensures that, for all currently managed Service HTTPS
+// endpoints, there is a cert loop responsible for issuing and ensuring the
+// renewal of the TLS certs.
+// ServeConfig must not be nil.
+func (cm *certManager) ensureCertLoops(ctx context.Context, sc *ipn.ServeConfig) error {
+	if sc == nil {
+		return fmt.Errorf("[unexpected] ensureCertLoops called with nil ServeConfig")
+	}
+	currentDomains := make(map[string]bool)
+	const httpsPort = "443"
+	for _, service := range sc.Services {
+		for hostPort := range service.Web {
+			domain, port, err := net.SplitHostPort(string(hostPort))
+			if err != nil {
+				return fmt.Errorf("[unexpected] unable to parse HostPort %s", hostPort)
+			}
+			if port != httpsPort { // HA Ingress' HTTP endpoint
+				continue
+			}
+			currentDomains[domain] = true
+		}
+	}
+	cm.mu.Lock()
+	defer cm.mu.Unlock()
+	for domain := range currentDomains {
+		if _, exists := cm.certLoops[domain]; !exists {
+			cancelCtx, cancel := context.WithCancel(ctx)
+			mak.Set(&cm.certLoops, domain, cancel)
+			// Note that most of the issuance anyway happens
+			// serially because the cert client has a shared lock
+			// that's held during any issuance.
+			cm.tracker.Go(func() { cm.runCertLoop(cancelCtx, domain) })
+		}
+	}
+
+	// Stop goroutines for domain names that are no longer in the config.
+	for domain, cancel := range cm.certLoops {
+		if !currentDomains[domain] {
+			cancel()
+			delete(cm.certLoops, domain)
+		}
+	}
+	return nil
+}
+
+// runCertLoop:
+// - calls localAPI certificate endpoint to ensure that certs are issued for the
+// given domain name
+// - calls localAPI certificate endpoint daily to ensure that certs are renewed
+// - if certificate issuance failed retries after an exponential backoff period
+// starting at 1 minute and capped at 24 hours. Reset the backoff once issuance succeeds.
+// Note that renewal check also happens when the node receives an HTTPS request and it is possible that certs get
+// renewed at that point. Renewal here is needed to prevent the shared certs from expiry in edge cases where the 'write'
+// replica does not get any HTTPS requests.
+// https://letsencrypt.org/docs/integration-guide/#retrying-failures
+func (cm *certManager) runCertLoop(ctx context.Context, domain string) {
+	const (
+		normalInterval   = 24 * time.Hour  // regular renewal check
+		initialRetry     = 1 * time.Minute // initial backoff after a failure
+		maxRetryInterval = 24 * time.Hour  // max backoff period
+	)
+	timer := time.NewTimer(0) // fire off timer immediately
+	defer timer.Stop()
+	retryCount := 0
+	for {
+		select {
+		case <-ctx.Done():
+			return
+		case <-timer.C:
+			// We call the certificate endpoint, but don't do anything
+			// with the returned certs here.
+			// The call to the certificate endpoint will ensure that
+			// certs are issued/renewed as needed and stored in the
+			// relevant state store. For example, for HA Ingress
+			// 'write' replica, the cert and key will be stored in a
+			// Kubernetes Secret named after the domain for which we
+			// are issuing.
+			// Note that renewals triggered by the call to the
+			// certificates endpoint here and by renewal check
+			// triggered during a call to node's HTTPS endpoint
+			// share the same state/renewal lock mechanism, so we
+			// should not run into redundant issuances during
+			// concurrent renewal checks.
+			// TODO(irbekrm): maybe it is worth adding a new
+			// issuance endpoint that explicitly only triggers
+			// issuance and stores certs in the relevant store, but
+			// does not return certs to the caller?
+
+			// An issuance holds a shared lock, so we need to avoid
+			// a situation where other services cannot issue certs
+			// because a single one is holding the lock.
+			ctxT, cancel := context.WithTimeout(ctx, time.Second*300)
+			defer cancel()
+			_, _, err := cm.lc.CertPair(ctxT, domain)
+			if err != nil {
+				log.Printf("error refreshing certificate for %s: %v", domain, err)
+			}
+			var nextInterval time.Duration
+			// TODO(irbekrm): distinguish between LE rate limit
+			// errors and other error types like transient network
+			// errors.
+			if err == nil {
+				retryCount = 0
+				nextInterval = normalInterval
+			} else {
+				retryCount++
+				// Calculate backoff: initialRetry * 2^(retryCount-1)
+				// For retryCount=1: 1min * 2^0 = 1min
+				// For retryCount=2: 1min * 2^1 = 2min
+				// For retryCount=3: 1min * 2^2 = 4min
+				backoff := initialRetry * time.Duration(1<<(retryCount-1))
+				if backoff > maxRetryInterval {
+					backoff = maxRetryInterval
+				}
+				nextInterval = backoff
+				log.Printf("Error refreshing certificate for %s (retry %d): %v. Will retry in %v\n",
+					domain, retryCount, err, nextInterval)
+			}
+			timer.Reset(nextInterval)
+		}
+	}
+}

cmd/containerboot/certs_test.go

@@ -0,0 +1,229 @@
+// Copyright (c) Tailscale Inc & AUTHORS
+// SPDX-License-Identifier: BSD-3-Clause
+
+//go:build linux
+
+package main
+
+import (
+	"context"
+	"testing"
+	"time"
+
+	"tailscale.com/ipn"
+	"tailscale.com/tailcfg"
+)
+
+// TestEnsureCertLoops tests that the certManager correctly starts and stops
+// update loops for certs when the serve config changes. It tracks goroutine
+// count and uses that as a validator that the expected number of cert loops are
+// running.
+func TestEnsureCertLoops(t *testing.T) {
+	tests := []struct {
+		name              string
+		initialConfig     *ipn.ServeConfig
+		updatedConfig     *ipn.ServeConfig
+		initialGoroutines int64 // after initial serve config is applied
+		updatedGoroutines int64 // after updated serve config is applied
+		wantErr           bool
+	}{
+		{
+			name:              "empty_serve_config",
+			initialConfig:     &ipn.ServeConfig{},
+			initialGoroutines: 0,
+		},
+		{
+			name:              "nil_serve_config",
+			initialConfig:     nil,
+			initialGoroutines: 0,
+			wantErr:           true,
+		},
+		{
+			name:          "empty_to_one_service",
+			initialConfig: &ipn.ServeConfig{},
+			updatedConfig: &ipn.ServeConfig{
+				Services: map[tailcfg.ServiceName]*ipn.ServiceConfig{
+					"svc:my-app": {
+						Web: map[ipn.HostPort]*ipn.WebServerConfig{
+							"my-app.tailnetxyz.ts.net:443": {},
+						},
+					},
+				},
+			},
+			initialGoroutines: 0,
+			updatedGoroutines: 1,
+		},
+		{
+			name: "single_service",
+			initialConfig: &ipn.ServeConfig{
+				Services: map[tailcfg.ServiceName]*ipn.ServiceConfig{
+					"svc:my-app": {
+						Web: map[ipn.HostPort]*ipn.WebServerConfig{
+							"my-app.tailnetxyz.ts.net:443": {},
+						},
+					},
+				},
+			},
+			initialGoroutines: 1,
+		},
+		{
+			name: "multiple_services",
+			initialConfig: &ipn.ServeConfig{
+				Services: map[tailcfg.ServiceName]*ipn.ServiceConfig{
+					"svc:my-app": {
+						Web: map[ipn.HostPort]*ipn.WebServerConfig{
+							"my-app.tailnetxyz.ts.net:443": {},
+						},
+					},
+					"svc:my-other-app": {
+						Web: map[ipn.HostPort]*ipn.WebServerConfig{
+							"my-other-app.tailnetxyz.ts.net:443": {},
+						},
+					},
+				},
+			},
+			initialGoroutines: 2, // one loop per domain across all services
+		},
+		{
+			name: "ignore_non_https_ports",
+			initialConfig: &ipn.ServeConfig{
+				Services: map[tailcfg.ServiceName]*ipn.ServiceConfig{
+					"svc:my-app": {
+						Web: map[ipn.HostPort]*ipn.WebServerConfig{
+							"my-app.tailnetxyz.ts.net:443": {},
+							"my-app.tailnetxyz.ts.net:80":  {},
+						},
+					},
+				},
+			},
+			initialGoroutines: 1, // only one loop for the 443 endpoint
+		},
+		{
+			name: "remove_domain",
+			initialConfig: &ipn.ServeConfig{
+				Services: map[tailcfg.ServiceName]*ipn.ServiceConfig{
+					"svc:my-app": {
+						Web: map[ipn.HostPort]*ipn.WebServerConfig{
+							"my-app.tailnetxyz.ts.net:443": {},
+						},
+					},
+					"svc:my-other-app": {
+						Web: map[ipn.HostPort]*ipn.WebServerConfig{
+							"my-other-app.tailnetxyz.ts.net:443": {},
+						},
+					},
+				},
+			},
+			updatedConfig: &ipn.ServeConfig{
+				Services: map[tailcfg.ServiceName]*ipn.ServiceConfig{
+					"svc:my-app": {
+						Web: map[ipn.HostPort]*ipn.WebServerConfig{
+							"my-app.tailnetxyz.ts.net:443": {},
+						},
+					},
+				},
+			},
+			initialGoroutines: 2, // initially two loops (one per service)
+			updatedGoroutines: 1, // one loop after removing service2
+		},
+		{
+			name: "add_domain",
+			initialConfig: &ipn.ServeConfig{
+				Services: map[tailcfg.ServiceName]*ipn.ServiceConfig{
+					"svc:my-app": {
+						Web: map[ipn.HostPort]*ipn.WebServerConfig{
+							"my-app.tailnetxyz.ts.net:443": {},
+						},
+					},
+				},
+			},
+			updatedConfig: &ipn.ServeConfig{
+				Services: map[tailcfg.ServiceName]*ipn.ServiceConfig{
+					"svc:my-app": {
+						Web: map[ipn.HostPort]*ipn.WebServerConfig{
+							"my-app.tailnetxyz.ts.net:443": {},
+						},
+					},
+					"svc:my-other-app": {
+						Web: map[ipn.HostPort]*ipn.WebServerConfig{
+							"my-other-app.tailnetxyz.ts.net:443": {},
+						},
+					},
+				},
+			},
+			initialGoroutines: 1,
+			updatedGoroutines: 2,
+		},
+	}
+
+	for _, tt := range tests {
+		t.Run(tt.name, func(t *testing.T) {
+			ctx, cancel := context.WithCancel(context.Background())
+			defer cancel()
+
+			cm := &certManager{
+				lc:        &fakeLocalClient{},
+				certLoops: make(map[string]context.CancelFunc),
+			}
+
+			allDone := make(chan bool, 1)
+			defer cm.tracker.AddDoneCallback(func() {
+				cm.mu.Lock()
+				defer cm.mu.Unlock()
+				if cm.tracker.RunningGoroutines() > 0 {
+					return
+				}
+				select {
+				case allDone <- true:
+				default:
+				}
+			})()
+
+			err := cm.ensureCertLoops(ctx, tt.initialConfig)
+			if (err != nil) != tt.wantErr {
+				t.Fatalf("ensureCertLoops() error = %v", err)
+			}
+
+			if got := cm.tracker.RunningGoroutines(); got != tt.initialGoroutines {
+				t.Errorf("after initial config: got %d running goroutines, want %d", got, tt.initialGoroutines)
+			}
+
+			if tt.updatedConfig != nil {
+				if err := cm.ensureCertLoops(ctx, tt.updatedConfig); err != nil {
+					t.Fatalf("ensureCertLoops() error on update = %v", err)
+				}
+
+				// Although starting goroutines and cancelling
+				// the context happens in the main goroutine, it
+				// the actual goroutine exit when a context is
+				// cancelled does not- so wait for a bit for the
+				// running goroutine count to reach the expected
+				// number.
+				deadline := time.After(5 * time.Second)
+				for {
+					if got := cm.tracker.RunningGoroutines(); got == tt.updatedGoroutines {
+						break
+					}
+					select {
+					case <-deadline:
+						t.Fatalf("timed out waiting for goroutine count to reach %d, currently at %d",
+							tt.updatedGoroutines, cm.tracker.RunningGoroutines())
+					case <-time.After(10 * time.Millisecond):
+						continue
+					}
+				}
+			}
+
+			if tt.updatedGoroutines == 0 {
+				return // no goroutines to wait for
+			}
+			// cancel context to make goroutines exit
+			cancel()
+			select {
+			case <-time.After(5 * time.Second):
+				t.Fatal("timed out waiting for goroutine to finish")
+			case <-allDone:
+			}
+		})
+	}
+}

cmd/containerboot/main.go

@@ -646,7 +646,7 @@ runLoop:
 
 				if cfg.ServeConfigPath != "" {
 					triggerWatchServeConfigChanges.Do(func() {
-						go watchServeConfigChanges(ctx, cfg.ServeConfigPath, certDomainChanged, certDomain, client, kc)
+						go watchServeConfigChanges(ctx, certDomainChanged, certDomain, client, kc, cfg)
 					})
 				}
 

cmd/containerboot/serve.go

@@ -28,20 +28,23 @@ import (
 // applies it to lc. It exits when ctx is canceled. cdChanged is a channel that
 // is written to when the certDomain changes, causing the serve config to be
 // re-read and applied.
-func watchServeConfigChanges(ctx context.Context, path string, cdChanged <-chan bool, certDomainAtomic *atomic.Pointer[string], lc *local.Client, kc *kubeClient) {
+func watchServeConfigChanges(ctx context.Context, cdChanged <-chan bool, certDomainAtomic *atomic.Pointer[string], lc *local.Client, kc *kubeClient, cfg *settings) {
 	if certDomainAtomic == nil {
 		panic("certDomainAtomic must not be nil")
 	}
+
 	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()
 		tickChan = ticker.C
 	} else {
 		defer w.Close()
-		if err := w.Add(filepath.Dir(path)); err != nil {
+		if err := w.Add(filepath.Dir(cfg.ServeConfigPath)); err != nil {
 			log.Fatalf("serve proxy: failed to add fsnotify watch: %v", err)
 		}
 		eventChan = w.Events
@@ -49,6 +52,12 @@ func watchServeConfigChanges(ctx context.Context, path string, cdChanged <-chan
 
 	var certDomain string
 	var prevServeConfig *ipn.ServeConfig
+	var cm certManager
+	if cfg.CertShareMode == "rw" {
+		cm = certManager{
+			lc: lc,
+		}
+	}
 	for {
 		select {
 		case <-ctx.Done():
@@ -61,12 +70,12 @@ func watchServeConfigChanges(ctx context.Context, path string, cdChanged <-chan
 			// k8s handles these mounts. So just re-read the file and apply it
 			// if it's changed.
 		}
-		sc, err := readServeConfig(path, certDomain)
+		sc, err := readServeConfig(cfg.ServeConfigPath, certDomain)
 		if err != nil {
 			log.Fatalf("serve proxy: failed to read serve config: %v", err)
 		}
 		if sc == nil {
-			log.Printf("serve proxy: no serve config at %q, skipping", path)
+			log.Printf("serve proxy: no serve config at %q, skipping", cfg.ServeConfigPath)
 			continue
 		}
 		if prevServeConfig != nil && reflect.DeepEqual(sc, prevServeConfig) {
@@ -81,6 +90,12 @@ func watchServeConfigChanges(ctx context.Context, path string, cdChanged <-chan
 			}
 		}
 		prevServeConfig = sc
+		if cfg.CertShareMode != "rw" {
+			continue
+		}
+		if err := cm.ensureCertLoops(ctx, sc); err != nil {
+			log.Fatalf("serve proxy: error ensuring cert loops: %v", err)
+		}
 	}
 }
 
@@ -94,6 +109,7 @@ func certDomainFromNetmap(nm *netmap.NetworkMap) string {
 // localClient is a subset of [local.Client] that can be mocked for testing.
 type localClient interface {
 	SetServeConfig(context.Context, *ipn.ServeConfig) error
+	CertPair(context.Context, string) ([]byte, []byte, error)
 }
 
 func updateServeConfig(ctx context.Context, sc *ipn.ServeConfig, certDomain string, lc localClient) error {

cmd/containerboot/serve_test.go

@@ -206,6 +206,10 @@ func (m *fakeLocalClient) SetServeConfig(ctx context.Context, cfg *ipn.ServeConf
 	return nil
 }
 
+func (m *fakeLocalClient) CertPair(ctx context.Context, domain string) (certPEM, keyPEM []byte, err error) {
+	return nil, nil, nil
+}
+
 func TestHasHTTPSEndpoint(t *testing.T) {
 	tests := []struct {
 		name string

cmd/containerboot/settings.go

@@ -74,6 +74,12 @@ type settings struct {
 	HealthCheckEnabled   bool
 	DebugAddrPort        string
 	EgressProxiesCfgPath string
+	// CertShareMode is set for Kubernetes Pods running cert share mode.
+	// Possible values are empty (containerboot doesn't run any certs
+	// logic),  'ro' (for Pods that shold never attempt to issue/renew
+	// certs) and 'rw' for Pods that should manage the TLS certs shared
+	// amongst the replicas.
+	CertShareMode string
 }
 
 func configFromEnv() (*settings, error) {
@@ -128,6 +134,17 @@ func configFromEnv() (*settings, error) {
 			cfg.PodIPv6 = parsed.String()
 		}
 	}
+	// If cert share is enabled, set the replica as read or write. Only 0th
+	// replica should be able to write.
+	isInCertShareMode := defaultBool("TS_EXPERIMENTAL_CERT_SHARE", false)
+	if isInCertShareMode {
+		cfg.CertShareMode = "ro"
+		podName := os.Getenv("POD_NAME")
+		if strings.HasSuffix(podName, "-0") {
+			cfg.CertShareMode = "rw"
+		}
+	}
+
 	if err := cfg.validate(); err != nil {
 		return nil, fmt.Errorf("invalid configuration: %v", err)
 	}

cmd/containerboot/tailscaled.go

@@ -33,6 +33,9 @@ func startTailscaled(ctx context.Context, cfg *settings) (*local.Client, *os.Pro
 	cmd.SysProcAttr = &syscall.SysProcAttr{
 		Setpgid: true,
 	}
+	if cfg.CertShareMode != "" {
+		cmd.Env = append(os.Environ(), "TS_CERT_SHARE_MODE="+cfg.CertShareMode)
+	}
 	log.Printf("Starting tailscaled")
 	if err := cmd.Start(); err != nil {
 		return nil, nil, fmt.Errorf("starting tailscaled failed: %v", err)
@@ -173,11 +176,14 @@ 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 +194,8 @@ 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 +213,11 @@ 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,
@@ -94,18 +128,85 @@ func (m *manualCertManager) TLSConfig() *tls.Config {
 }
 
 func (m *manualCertManager) getCertificate(hi *tls.ClientHelloInfo) (*tls.Certificate, error) {
-	if hi.ServerName != m.hostname && !m.noHostname {
-		return nil, fmt.Errorf("cert mismatch with hostname: %q", hi.ServerName)
-	}
+	// if hi.ServerName != m.hostname && !m.noHostname {
+	// 	return nil, fmt.Errorf("cert mismatch with hostname: %q", hi.ServerName)
+	// }
 
 	// Return a shallow copy of the cert so the caller can append to its
 	// Certificate field.
-	certCopy := new(tls.Certificate)
-	*certCopy = *m.cert
-	certCopy.Certificate = certCopy.Certificate[:len(certCopy.Certificate):len(certCopy.Certificate)]
-	return certCopy, nil
+	// certCopy := new(tls.Certificate)
+	// *certCopy = *m.cert
+	// certCopy.Certificate = certCopy.Certificate[:len(certCopy.Certificate):len(certCopy.Certificate)]
+	// return certCopy, nil
+	return m.cert, nil
 }
 
 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

@@ -96,6 +96,7 @@ tailscale.com/cmd/derper dependencies: (generated by github.com/tailscale/depawa
         tailscale.com/disco                                          from tailscale.com/derp
         tailscale.com/drive                                          from tailscale.com/client/local+
         tailscale.com/envknob                                        from tailscale.com/client/local+
+        tailscale.com/feature                                        from tailscale.com/tsweb
         tailscale.com/health                                         from tailscale.com/net/tlsdial+
         tailscale.com/hostinfo                                       from tailscale.com/net/netmon+
         tailscale.com/ipn                                            from tailscale.com/client/local
@@ -128,8 +129,8 @@ tailscale.com/cmd/derper dependencies: (generated by github.com/tailscale/depawa
         tailscale.com/tstime                                         from tailscale.com/derp+
         tailscale.com/tstime/mono                                    from tailscale.com/tstime/rate
         tailscale.com/tstime/rate                                    from tailscale.com/derp
-        tailscale.com/tsweb                                          from tailscale.com/cmd/derper
-        tailscale.com/tsweb/promvarz                                 from tailscale.com/tsweb
+        tailscale.com/tsweb                                          from tailscale.com/cmd/derper+
+        tailscale.com/tsweb/promvarz                                 from tailscale.com/cmd/derper
         tailscale.com/tsweb/varz                                     from tailscale.com/tsweb+
         tailscale.com/types/dnstype                                  from tailscale.com/tailcfg+
         tailscale.com/types/empty                                    from tailscale.com/ipn
@@ -191,13 +192,11 @@ 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 +229,7 @@ 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 +238,58 @@ 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 +310,22 @@ 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 internal/runtime/maps+
         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/godebug                                             from crypto/tls+
+        internal/goarch                                              from crypto/internal/fips140deps/cpu+
+        internal/godebug                                             from crypto/internal/fips140deps/godebug+
         internal/godebugs                                            from internal/godebug+
-        internal/goexperiment                                        from runtime
+        internal/goexperiment                                        from hash/maphash+
         internal/goos                                                from crypto/x509+
         internal/itoa                                                from internal/poll+
-        internal/msan                                                from syscall
+        internal/msan                                                from internal/runtime/maps+
         internal/nettrace                                            from net+
         internal/oserror                                             from io/fs+
         internal/poll                                                from net+
@@ -310,17 +335,20 @@ 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 +360,7 @@ 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 +373,7 @@ 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 +382,8 @@ 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 +393,7 @@ 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 +403,4 @@ 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

@@ -49,6 +49,9 @@ import (
 	"tailscale.com/types/key"
 	"tailscale.com/types/logger"
 	"tailscale.com/version"
+
+	// Support for prometheus varz in tsweb
+	_ "tailscale.com/tsweb/promvarz"
 )
 
 var (
@@ -63,6 +66,7 @@ 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 +75,13 @@ 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 +199,7 @@ 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 +258,11 @@ 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 +283,7 @@ 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 +325,9 @@ 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 +576,35 @@ 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/derpprobe/derpprobe.go

@@ -15,6 +15,9 @@ import (
 	"tailscale.com/prober"
 	"tailscale.com/tsweb"
 	"tailscale.com/version"
+
+	// Support for prometheus varz in tsweb
+	_ "tailscale.com/tsweb/promvarz"
 )
 
 var (

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

@@ -811,9 +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+
@@ -902,6 +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+
@@ -995,14 +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+
@@ -1053,7 +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+
@@ -1062,27 +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+
@@ -1090,7 +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+
@@ -1110,7 +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+
@@ -1122,24 +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 internal/runtime/maps+
         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 hash/maphash+
         internal/goos                                                from crypto/x509+
         internal/itoa                                                from internal/poll+
         internal/lazyregexp                                          from go/doc
-        internal/msan                                                from syscall
+        internal/msan                                                from internal/runtime/maps+
         internal/nettrace                                            from net+
         internal/oserror                                             from io/fs+
         internal/poll                                                from net+
@@ -1149,18 +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+
@@ -1189,7 +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+
@@ -1200,8 +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
@@ -1221,3 +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/deploy/chart/templates/operator-rbac.yaml

@@ -75,7 +75,7 @@ rules:
   verbs: ["get", "list", "watch", "create", "update", "deletecollection"]
 - apiGroups: ["rbac.authorization.k8s.io"]
   resources: ["roles", "rolebindings"]
-  verbs: ["get", "create", "patch", "update", "list", "watch"]
+  verbs: ["get", "create", "patch", "update", "list", "watch", "deletecollection"]
 - apiGroups: ["monitoring.coreos.com"]
   resources: ["servicemonitors"]
   verbs: ["get", "list", "update", "create", "delete"]

cmd/k8s-operator/deploy/crds/tailscale.com_proxyclasses.yaml

@@ -2215,6 +2215,22 @@ spec:
                         https://tailscale.com/kb/1019/subnets#use-your-subnet-routes-from-other-devices
                         Defaults to false.
                       type: boolean
+                useLetsEncryptStagingEnvironment:
+                  description: |-
+                    Set UseLetsEncryptStagingEnvironment to true to issue TLS
+                    certificates for any HTTPS endpoints exposed to the tailnet from
+                    LetsEncrypt's staging environment.
+                    https://letsencrypt.org/docs/staging-environment/
+                    This setting only affects Tailscale Ingress resources.
+                    By default Ingress TLS certificates are issued from LetsEncrypt's
+                    production environment.
+                    Changing this setting true -> false, will result in any
+                    existing certs being re-issued from the production environment.
+                    Changing this setting false (default) -> true, when certs have already
+                    been provisioned from production environment will NOT result in certs
+                    being re-issued from the staging environment before they need to be
+                    renewed.
+                  type: boolean
             status:
               description: |-
                 Status of the ProxyClass. This is set and managed automatically.

cmd/k8s-operator/deploy/crds/tailscale.com_proxygroups.yaml

@@ -103,7 +103,7 @@ spec:
                     pattern: ^tag:[a-zA-Z][a-zA-Z0-9-]*$
                 type:
                   description: |-
-                    Type of the ProxyGroup proxies. Supported types are egress and ingress.
+                    Type of the ProxyGroup proxies. Currently the only supported type is egress.
                     Type is immutable once a ProxyGroup is created.
                   type: string
                   enum:

cmd/k8s-operator/deploy/manifests/operator.yaml

@@ -2685,6 +2685,22 @@ spec:
                                             Defaults to false.
                                         type: boolean
                                 type: object
+                            useLetsEncryptStagingEnvironment:
+                                description: |-
+                                    Set UseLetsEncryptStagingEnvironment to true to issue TLS
+                                    certificates for any HTTPS endpoints exposed to the tailnet from
+                                    LetsEncrypt's staging environment.
+                                    https://letsencrypt.org/docs/staging-environment/
+                                    This setting only affects Tailscale Ingress resources.
+                                    By default Ingress TLS certificates are issued from LetsEncrypt's
+                                    production environment.
+                                    Changing this setting true -> false, will result in any
+                                    existing certs being re-issued from the production environment.
+                                    Changing this setting false (default) -> true, when certs have already
+                                    been provisioned from production environment will NOT result in certs
+                                    being re-issued from the staging environment before they need to be
+                                    renewed.
+                                type: boolean
                         type: object
                     status:
                         description: |-
@@ -2860,7 +2876,7 @@ spec:
                                 type: array
                             type:
                                 description: |-
-                                    Type of the ProxyGroup proxies. Supported types are egress and ingress.
+                                    Type of the ProxyGroup proxies. Currently the only supported type is egress.
                                     Type is immutable once a ProxyGroup is created.
                                 enum:
                                     - egress
@@ -4898,6 +4914,7 @@ rules:
         - update
         - list
         - watch
+        - deletecollection
     - apiGroups:
         - monitoring.coreos.com
       resources:

cmd/k8s-operator/dnsrecords_test.go

@@ -22,6 +22,7 @@ import (
 	"sigs.k8s.io/controller-runtime/pkg/client/fake"
 	operatorutils "tailscale.com/k8s-operator"
 	tsapi "tailscale.com/k8s-operator/apis/v1alpha1"
+	"tailscale.com/kube/kubetypes"
 	"tailscale.com/tstest"
 	"tailscale.com/types/ptr"
 )
@@ -163,10 +164,10 @@ func headlessSvcForParent(o client.Object, typ string) *corev1.Service {
 			Name:      o.GetName(),
 			Namespace: "tailscale",
 			Labels: map[string]string{
-				LabelManaged:         "true",
-				LabelParentName:      o.GetName(),
-				LabelParentNamespace: o.GetNamespace(),
-				LabelParentType:      typ,
+				kubetypes.LabelManaged: "true",
+				LabelParentName:        o.GetName(),
+				LabelParentNamespace:   o.GetNamespace(),
+				LabelParentType:        typ,
 			},
 		},
 		Spec: corev1.ServiceSpec{

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-pod-readiness.go

@@ -112,9 +112,9 @@ func (er *egressPodsReconciler) Reconcile(ctx context.Context, req reconcile.Req
 	}
 	// Get all ClusterIP Services for all egress targets exposed to cluster via this ProxyGroup.
 	lbls := map[string]string{
-		LabelManaged:    "true",
-		labelProxyGroup: proxyGroupName,
-		labelSvcType:    typeEgress,
+		kubetypes.LabelManaged: "true",
+		labelProxyGroup:        proxyGroupName,
+		labelSvcType:           typeEgress,
 	}
 	svcs := &corev1.ServiceList{}
 	if err := er.List(ctx, svcs, client.InNamespace(er.tsNamespace), client.MatchingLabels(lbls)); err != nil {

cmd/k8s-operator/egress-pod-readiness_test.go

@@ -450,9 +450,9 @@ func newSvc(name string, port int32) (*corev1.Service, string) {
 			Namespace: "operator-ns",
 			Name:      name,
 			Labels: map[string]string{
-				LabelManaged:    "true",
-				labelProxyGroup: "dev",
-				labelSvcType:    typeEgress,
+				kubetypes.LabelManaged: "true",
+				labelProxyGroup:        "dev",
+				labelSvcType:           typeEgress,
 			},
 		},
 		Spec: corev1.ServiceSpec{},

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 {
@@ -676,12 +680,12 @@ func egressSvcsConfigs(ctx context.Context, cl client.Client, proxyGroupName, ts
 // should probably validate and truncate (?) the names is they are too long.
 func egressSvcChildResourceLabels(svc *corev1.Service) map[string]string {
 	return map[string]string{
-		LabelManaged:         "true",
-		LabelParentType:      "svc",
-		LabelParentName:      svc.Name,
-		LabelParentNamespace: svc.Namespace,
-		labelProxyGroup:      svc.Annotations[AnnotationProxyGroup],
-		labelSvcType:         typeEgress,
+		kubetypes.LabelManaged: "true",
+		LabelParentType:        "svc",
+		LabelParentName:        svc.Name,
+		LabelParentNamespace:   svc.Namespace,
+		labelProxyGroup:        svc.Annotations[AnnotationProxyGroup],
+		labelSvcType:           typeEgress,
 	}
 }
 

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

@@ -8,6 +8,11 @@ package main
 import (
 	"context"
 	"encoding/json"
+	"errors"
+	"fmt"
+	"maps"
+	"net/http"
+	"reflect"
 	"testing"
 
 	"slices"
@@ -15,84 +20,25 @@ import (
 	"go.uber.org/zap"
 	corev1 "k8s.io/api/core/v1"
 	networkingv1 "k8s.io/api/networking/v1"
+	rbacv1 "k8s.io/api/rbac/v1"
 	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/kube/kubetypes"
+	"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{
@@ -114,7 +60,7 @@ func TestIngressPGReconciler(t *testing.T) {
 				},
 			},
 			TLS: []networkingv1.IngressTLS{
-				{Hosts: []string{"my-svc.tailnetxyz.ts.net"}},
+				{Hosts: []string{"my-svc"}},
 			},
 		},
 	}
@@ -122,8 +68,91 @@ func TestIngressPGReconciler(t *testing.T) {
 
 	// Verify initial reconciliation
 	expectReconciled(t, ingPGR, "default", "test-ingress")
+	populateTLSSecret(context.Background(), fc, "test-pg", "my-svc.ts.net")
+	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
+	// Verify that Role and RoleBinding have been created for the first Ingress.
+	// Do not verify the cert Secret as that was already verified implicitly above.
+	expectEqual(t, fc, certSecretRole("test-pg", "operator-ns", "my-svc.ts.net"))
+	expectEqual(t, fc, certSecretRoleBinding("test-pg", "operator-ns", "my-svc.ts.net"))
+
+	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")
+	populateTLSSecret(context.Background(), fc, "test-pg", "my-other-svc.ts.net")
+	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 that Role and RoleBinding have been created for the first Ingress.
+	// Do not verify the cert Secret as that was already verified implicitly above.
+	expectEqual(t, fc, certSecretRole("test-pg", "operator-ns", "my-other-svc.ts.net"))
+	expectEqual(t, fc, certSecretRoleBinding("test-pg", "operator-ns", "my-other-svc.ts.net"))
+
+	// 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 +166,21 @@ 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"})
+	expectMissing[corev1.Secret](t, fc, "operator-ns", "my-other-svc.ts.net")
+	expectMissing[rbacv1.Role](t, fc, "operator-ns", "my-other-svc.ts.net")
+	expectMissing[rbacv1.RoleBinding](t, fc, "operator-ns", "my-other-svc.ts.net")
 
-	// 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 +204,71 @@ func TestIngressPGReconciler(t *testing.T) {
 	if len(cfg.Services) > 0 {
 		t.Error("serve config not cleaned up")
 	}
+	verifyTailscaledConfig(t, fc, nil)
+
+	// Add verification that cert resources were cleaned up
+	expectMissing[corev1.Secret](t, fc, "operator-ns", "my-svc.ts.net")
+	expectMissing[rbacv1.Role](t, fc, "operator-ns", "my-svc.ts.net")
+	expectMissing[rbacv1.RoleBinding](t, fc, "operator-ns", "my-svc.ts.net")
+}
+
+func TestIngressPGReconciler_UpdateIngressHostname(t *testing.T) {
+	ingPGR, fc, ft := setupIngressTest(t)
+
+	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"),
+			DefaultBackend: &networkingv1.IngressBackend{
+				Service: &networkingv1.IngressServiceBackend{
+					Name: "test",
+					Port: networkingv1.ServiceBackendPort{
+						Number: 8080,
+					},
+				},
+			},
+			TLS: []networkingv1.IngressTLS{
+				{Hosts: []string{"my-svc"}},
+			},
+		},
+	}
+	mustCreate(t, fc, ing)
+
+	// Verify initial reconciliation
+	expectReconciled(t, ingPGR, "default", "test-ingress")
+	populateTLSSecret(context.Background(), fc, "test-pg", "my-svc.ts.net")
+	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"})
+
+	// Update the Ingress hostname and make sure the original VIPService is deleted.
+	mustUpdate(t, fc, "default", "test-ingress", func(ing *networkingv1.Ingress) {
+		ing.Spec.TLS[0].Hosts[0] = "updated-svc"
+	})
+	expectReconciled(t, ingPGR, "default", "test-ingress")
+	populateTLSSecret(context.Background(), fc, "test-pg", "updated-svc.ts.net")
+	expectReconciled(t, ingPGR, "default", "test-ingress")
+	verifyServeConfig(t, fc, "svc:updated-svc", false)
+	verifyVIPService(t, ft, "svc:updated-svc", []string{"443"})
+	verifyTailscaledConfig(t, fc, []string{"svc:updated-svc"})
+
+	_, err := ft.GetVIPService(context.Background(), tailcfg.ServiceName("svc:my-svc"))
+	if err == nil {
+		t.Fatalf("svc:my-svc not cleaned up")
+	}
+	var errResp *tailscale.ErrResponse
+	if !errors.As(err, &errResp) || errResp.Status != http.StatusNotFound {
+		t.Fatalf("unexpected error: %v", err)
+	}
 }
 
 func TestValidateIngress(t *testing.T) {
@@ -207,6 +276,15 @@ 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 +308,11 @@ 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 +402,442 @@ 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")
+	populateTLSSecret(context.Background(), fc, "test-pg", "my-svc.ts.net")
+	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)
+	}
+
+	// Status will be empty until the VIPService shows up in prefs.
+	if !reflect.DeepEqual(ing.Status.LoadBalancer.Ingress, []networkingv1.IngressLoadBalancerIngress(nil)) {
+		t.Errorf("incorrect Ingress status: got %v, want empty",
+			ing.Status.LoadBalancer.Ingress)
+	}
+
+	// Add the VIPService to prefs to have the Ingress recognised as ready.
+	mustCreate(t, fc, &corev1.Secret{
+		ObjectMeta: metav1.ObjectMeta{
+			Name:      "test-pg-0",
+			Namespace: "operator-ns",
+			Labels:    pgSecretLabels("test-pg", "state"),
+		},
+		Data: map[string][]byte{
+			"_current-profile": []byte("profile-foo"),
+			"profile-foo":      []byte(`{"AdvertiseServices":["svc:my-svc"],"Config":{"NodeID":"node-foo"}}`),
+		},
+	})
+
+	// Reconcile and re-fetch Ingress.
+	expectReconciled(t, ingPGR, "default", "test-ingress")
+	if err := fc.Get(context.Background(), client.ObjectKeyFromObject(ing), 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) {
+	t.Helper()
+	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",
+		Annotations: map[string]string{
+			ownerAnnotation: `{"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")
+	}
+
+	o, err := parseOwnerAnnotation(vipSvc)
+	if err != nil {
+		t.Fatalf("parsing owner annotation: %v", err)
+	}
+
+	wantOwnerRefs := []OwnerRef{
+		{OperatorID: "operator-2"},
+		{OperatorID: "operator-1"},
+	}
+	if !reflect.DeepEqual(o.OwnerRefs, wantOwnerRefs) {
+		t.Errorf("incorrect owner refs\ngot:  %+v\nwant: %+v", o.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")
+	}
+
+	o, err = parseOwnerAnnotation(vipSvc)
+	if err != nil {
+		t.Fatalf("parsing owner annotation: %v", err)
+	}
+
+	wantOwnerRefs = []OwnerRef{
+		{OperatorID: "operator-2"},
+	}
+	if !reflect.DeepEqual(o.OwnerRefs, wantOwnerRefs) {
+		t.Errorf("incorrect owner refs after deletion\ngot:  %+v\nwant: %+v", o.OwnerRefs, wantOwnerRefs)
+	}
+}
+
+func populateTLSSecret(ctx context.Context, c client.Client, pgName, domain string) error {
+	secret := &corev1.Secret{
+		ObjectMeta: metav1.ObjectMeta{
+			Name:      domain,
+			Namespace: "operator-ns",
+			Labels: map[string]string{
+				kubetypes.LabelManaged:    "true",
+				labelProxyGroup:           pgName,
+				labelDomain:               domain,
+				kubetypes.LabelSecretType: "certs",
+			},
+		},
+		Type: corev1.SecretTypeTLS,
+		Data: map[string][]byte{
+			corev1.TLSCertKey:       []byte("fake-cert"),
+			corev1.TLSPrivateKeyKey: []byte("fake-key"),
+		},
+	}
+
+	_, err := createOrUpdate(ctx, c, "operator-ns", secret, func(s *corev1.Secret) {
+		s.Data = secret.Data
+	})
+	return err
+}

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/ingress_test.go

@@ -6,6 +6,7 @@
 package main
 
 import (
+	"context"
 	"testing"
 
 	"go.uber.org/zap"
@@ -15,17 +16,18 @@ import (
 	apiextensionsv1 "k8s.io/apiextensions-apiserver/pkg/apis/apiextensions/v1"
 	metav1 "k8s.io/apimachinery/pkg/apis/meta/v1"
 	"k8s.io/apimachinery/pkg/types"
+	"sigs.k8s.io/controller-runtime/pkg/client"
 	"sigs.k8s.io/controller-runtime/pkg/client/fake"
 	"tailscale.com/ipn"
 	tsapi "tailscale.com/k8s-operator/apis/v1alpha1"
 	"tailscale.com/kube/kubetypes"
+	"tailscale.com/tstest"
 	"tailscale.com/types/ptr"
 	"tailscale.com/util/mak"
 )
 
 func TestTailscaleIngress(t *testing.T) {
-	tsIngressClass := &networkingv1.IngressClass{ObjectMeta: metav1.ObjectMeta{Name: "tailscale"}, Spec: networkingv1.IngressClassSpec{Controller: "tailscale.com/ts-ingress"}}
-	fc := fake.NewFakeClient(tsIngressClass)
+	fc := fake.NewFakeClient(ingressClass())
 	ft := &fakeTSClient{}
 	fakeTsnetServer := &fakeTSNetServer{certDomains: []string{"foo.com"}}
 	zl, err := zap.NewDevelopment()
@@ -46,45 +48,8 @@ func TestTailscaleIngress(t *testing.T) {
 	}
 
 	// 1. Resources get created for regular Ingress
-	ing := &networkingv1.Ingress{
-		TypeMeta: metav1.TypeMeta{Kind: "Ingress", APIVersion: "networking.k8s.io/v1"},
-		ObjectMeta: metav1.ObjectMeta{
-			Name:      "test",
-			Namespace: "default",
-			// The apiserver is supposed to set the UID, but the fake client
-			// doesn't. So, set it explicitly because other code later depends
-			// on it being set.
-			UID: types.UID("1234-UID"),
-		},
-		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{"default-test"}},
-			},
-		},
-	}
-	mustCreate(t, fc, ing)
-	mustCreate(t, fc, &corev1.Service{
-		ObjectMeta: metav1.ObjectMeta{
-			Name:      "test",
-			Namespace: "default",
-		},
-		Spec: corev1.ServiceSpec{
-			ClusterIP: "1.2.3.4",
-			Ports: []corev1.ServicePort{{
-				Port: 8080,
-				Name: "http"},
-			},
-		},
-	})
+	mustCreate(t, fc, ingress())
+	mustCreate(t, fc, service())
 
 	expectReconciled(t, ingR, "default", "test")
 
@@ -114,6 +79,9 @@ func TestTailscaleIngress(t *testing.T) {
 		mak.Set(&secret.Data, "device_fqdn", []byte("foo.tailnetxyz.ts.net"))
 	})
 	expectReconciled(t, ingR, "default", "test")
+
+	// Get the ingress and update it with expected changes
+	ing := ingress()
 	ing.Finalizers = append(ing.Finalizers, "tailscale.com/finalizer")
 	ing.Status.LoadBalancer = networkingv1.IngressLoadBalancerStatus{
 		Ingress: []networkingv1.IngressLoadBalancerIngress{
@@ -143,8 +111,7 @@ func TestTailscaleIngress(t *testing.T) {
 }
 
 func TestTailscaleIngressHostname(t *testing.T) {
-	tsIngressClass := &networkingv1.IngressClass{ObjectMeta: metav1.ObjectMeta{Name: "tailscale"}, Spec: networkingv1.IngressClassSpec{Controller: "tailscale.com/ts-ingress"}}
-	fc := fake.NewFakeClient(tsIngressClass)
+	fc := fake.NewFakeClient(ingressClass())
 	ft := &fakeTSClient{}
 	fakeTsnetServer := &fakeTSNetServer{certDomains: []string{"foo.com"}}
 	zl, err := zap.NewDevelopment()
@@ -165,45 +132,8 @@ func TestTailscaleIngressHostname(t *testing.T) {
 	}
 
 	// 1. Resources get created for regular Ingress
-	ing := &networkingv1.Ingress{
-		TypeMeta: metav1.TypeMeta{Kind: "Ingress", APIVersion: "networking.k8s.io/v1"},
-		ObjectMeta: metav1.ObjectMeta{
-			Name:      "test",
-			Namespace: "default",
-			// The apiserver is supposed to set the UID, but the fake client
-			// doesn't. So, set it explicitly because other code later depends
-			// on it being set.
-			UID: types.UID("1234-UID"),
-		},
-		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{"default-test"}},
-			},
-		},
-	}
-	mustCreate(t, fc, ing)
-	mustCreate(t, fc, &corev1.Service{
-		ObjectMeta: metav1.ObjectMeta{
-			Name:      "test",
-			Namespace: "default",
-		},
-		Spec: corev1.ServiceSpec{
-			ClusterIP: "1.2.3.4",
-			Ports: []corev1.ServicePort{{
-				Port: 8080,
-				Name: "http"},
-			},
-		},
-	})
+	mustCreate(t, fc, ingress())
+	mustCreate(t, fc, service())
 
 	expectReconciled(t, ingR, "default", "test")
 
@@ -241,8 +171,10 @@ func TestTailscaleIngressHostname(t *testing.T) {
 		mak.Set(&secret.Data, "device_fqdn", []byte("foo.tailnetxyz.ts.net"))
 	})
 	expectReconciled(t, ingR, "default", "test")
-	ing.Finalizers = append(ing.Finalizers, "tailscale.com/finalizer")
 
+	// Get the ingress and update it with expected changes
+	ing := ingress()
+	ing.Finalizers = append(ing.Finalizers, "tailscale.com/finalizer")
 	expectEqual(t, fc, ing)
 
 	// 3. Ingress proxy with capability version >= 110 advertises HTTPS endpoint
@@ -299,10 +231,9 @@ func TestTailscaleIngressWithProxyClass(t *testing.T) {
 			Annotations: map[string]string{"bar.io/foo": "some-val"},
 			Pod:         &tsapi.Pod{Annotations: map[string]string{"foo.io/bar": "some-val"}}}},
 	}
-	tsIngressClass := &networkingv1.IngressClass{ObjectMeta: metav1.ObjectMeta{Name: "tailscale"}, Spec: networkingv1.IngressClassSpec{Controller: "tailscale.com/ts-ingress"}}
 	fc := fake.NewClientBuilder().
 		WithScheme(tsapi.GlobalScheme).
-		WithObjects(pc, tsIngressClass).
+		WithObjects(pc, ingressClass()).
 		WithStatusSubresource(pc).
 		Build()
 	ft := &fakeTSClient{}
@@ -326,45 +257,8 @@ func TestTailscaleIngressWithProxyClass(t *testing.T) {
 
 	// 1. Ingress is created with no ProxyClass specified, default proxy
 	// resources get configured.
-	ing := &networkingv1.Ingress{
-		TypeMeta: metav1.TypeMeta{Kind: "Ingress", APIVersion: "networking.k8s.io/v1"},
-		ObjectMeta: metav1.ObjectMeta{
-			Name:      "test",
-			Namespace: "default",
-			// The apiserver is supposed to set the UID, but the fake client
-			// doesn't. So, set it explicitly because other code later depends
-			// on it being set.
-			UID: types.UID("1234-UID"),
-		},
-		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{"default-test"}},
-			},
-		},
-	}
-	mustCreate(t, fc, ing)
-	mustCreate(t, fc, &corev1.Service{
-		ObjectMeta: metav1.ObjectMeta{
-			Name:      "test",
-			Namespace: "default",
-		},
-		Spec: corev1.ServiceSpec{
-			ClusterIP: "1.2.3.4",
-			Ports: []corev1.ServicePort{{
-				Port: 8080,
-				Name: "http"},
-			},
-		},
-	})
+	mustCreate(t, fc, ingress())
+	mustCreate(t, fc, service())
 
 	expectReconciled(t, ingR, "default", "test")
 
@@ -432,54 +326,19 @@ func TestTailscaleIngressWithServiceMonitor(t *testing.T) {
 				ObservedGeneration: 1,
 			}}},
 	}
-	ing := &networkingv1.Ingress{
-		TypeMeta: metav1.TypeMeta{Kind: "Ingress", APIVersion: "networking.k8s.io/v1"},
-		ObjectMeta: metav1.ObjectMeta{
-			Name:      "test",
-			Namespace: "default",
-			// The apiserver is supposed to set the UID, but the fake client
-			// doesn't. So, set it explicitly because other code later depends
-			// on it being set.
-			UID: types.UID("1234-UID"),
-			Labels: map[string]string{
-				"tailscale.com/proxy-class": "metrics",
-			},
-		},
-		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{"default-test"}},
-			},
-		},
-	}
-	svc := &corev1.Service{
-		ObjectMeta: metav1.ObjectMeta{
-			Name:      "test",
-			Namespace: "default",
-		},
-		Spec: corev1.ServiceSpec{
-			ClusterIP: "1.2.3.4",
-			Ports: []corev1.ServicePort{{
-				Port: 8080,
-				Name: "http"},
-			},
-		},
-	}
 	crd := &apiextensionsv1.CustomResourceDefinition{ObjectMeta: metav1.ObjectMeta{Name: serviceMonitorCRD}}
-	tsIngressClass := &networkingv1.IngressClass{ObjectMeta: metav1.ObjectMeta{Name: "tailscale"}, Spec: networkingv1.IngressClassSpec{Controller: "tailscale.com/ts-ingress"}}
+
+	// Create fake client with ProxyClass, IngressClass, Ingress with metrics ProxyClass, and Service
+	ing := ingress()
+	ing.Labels = map[string]string{
+		LabelProxyClass: "metrics",
+	}
 	fc := fake.NewClientBuilder().
 		WithScheme(tsapi.GlobalScheme).
-		WithObjects(pc, tsIngressClass, ing, svc).
+		WithObjects(pc, ingressClass(), ing, service()).
 		WithStatusSubresource(pc).
 		Build()
+
 	ft := &fakeTSClient{}
 	fakeTsnetServer := &fakeTSNetServer{certDomains: []string{"foo.com"}}
 	zl, err := zap.NewDevelopment()
@@ -560,3 +419,118 @@ func TestTailscaleIngressWithServiceMonitor(t *testing.T) {
 	expectMissing[corev1.Service](t, fc, "operator-ns", metricsResourceName(shortName))
 	// ServiceMonitor gets garbage collected when the Service is deleted - we cannot test that here.
 }
+
+func TestIngressLetsEncryptStaging(t *testing.T) {
+	cl := tstest.NewClock(tstest.ClockOpts{})
+	zl := zap.Must(zap.NewDevelopment())
+
+	pcLEStaging, pcLEStagingFalse, pcOther := proxyClassesForLEStagingTest()
+
+	testCases := testCasesForLEStagingTests(pcLEStaging, pcLEStagingFalse, pcOther)
+
+	for _, tt := range testCases {
+		t.Run(tt.name, func(t *testing.T) {
+			builder := fake.NewClientBuilder().
+				WithScheme(tsapi.GlobalScheme)
+
+			builder = builder.WithObjects(pcLEStaging, pcLEStagingFalse, pcOther).
+				WithStatusSubresource(pcLEStaging, pcLEStagingFalse, pcOther)
+
+			fc := builder.Build()
+
+			if tt.proxyClassPerResource != "" || tt.defaultProxyClass != "" {
+				name := tt.proxyClassPerResource
+				if name == "" {
+					name = tt.defaultProxyClass
+				}
+				setProxyClassReady(t, fc, cl, name)
+			}
+
+			mustCreate(t, fc, ingressClass())
+			mustCreate(t, fc, service())
+			ing := ingress()
+			if tt.proxyClassPerResource != "" {
+				ing.Labels = map[string]string{
+					LabelProxyClass: tt.proxyClassPerResource,
+				}
+			}
+			mustCreate(t, fc, ing)
+
+			ingR := &IngressReconciler{
+				Client: fc,
+				ssr: &tailscaleSTSReconciler{
+					Client:            fc,
+					tsClient:          &fakeTSClient{},
+					tsnetServer:       &fakeTSNetServer{certDomains: []string{"test-host"}},
+					defaultTags:       []string{"tag:test"},
+					operatorNamespace: "operator-ns",
+					proxyImage:        "tailscale/tailscale:test",
+				},
+				logger:            zl.Sugar(),
+				defaultProxyClass: tt.defaultProxyClass,
+			}
+
+			expectReconciled(t, ingR, "default", "test")
+
+			_, shortName := findGenName(t, fc, "default", "test", "ingress")
+			sts := &appsv1.StatefulSet{}
+			if err := fc.Get(context.Background(), client.ObjectKey{Namespace: "operator-ns", Name: shortName}, sts); err != nil {
+				t.Fatalf("failed to get StatefulSet: %v", err)
+			}
+
+			if tt.useLEStagingEndpoint {
+				verifyEnvVar(t, sts, "TS_DEBUG_ACME_DIRECTORY_URL", letsEncryptStagingEndpoint)
+			} else {
+				verifyEnvVarNotPresent(t, sts, "TS_DEBUG_ACME_DIRECTORY_URL")
+			}
+		})
+	}
+}
+
+func ingressClass() *networkingv1.IngressClass {
+	return &networkingv1.IngressClass{
+		ObjectMeta: metav1.ObjectMeta{Name: "tailscale"},
+		Spec:       networkingv1.IngressClassSpec{Controller: "tailscale.com/ts-ingress"},
+	}
+}
+
+func service() *corev1.Service {
+	return &corev1.Service{
+		ObjectMeta: metav1.ObjectMeta{
+			Name:      "test",
+			Namespace: "default",
+		},
+		Spec: corev1.ServiceSpec{
+			ClusterIP: "1.2.3.4",
+			Ports: []corev1.ServicePort{{
+				Port: 8080,
+				Name: "http"},
+			},
+		},
+	}
+}
+
+func ingress() *networkingv1.Ingress {
+	return &networkingv1.Ingress{
+		TypeMeta: metav1.TypeMeta{Kind: "Ingress", APIVersion: "networking.k8s.io/v1"},
+		ObjectMeta: metav1.ObjectMeta{
+			Name:      "test",
+			Namespace: "default",
+			UID:       types.UID("1234-UID"),
+		},
+		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{"default-test"}},
+			},
+		},
+	}
+}

cmd/k8s-operator/metrics_resources.go

@@ -19,6 +19,7 @@ import (
 	"k8s.io/apimachinery/pkg/types"
 	"sigs.k8s.io/controller-runtime/pkg/client"
 	tsapi "tailscale.com/k8s-operator/apis/v1alpha1"
+	"tailscale.com/kube/kubetypes"
 )
 
 const (
@@ -222,7 +223,7 @@ func metricsResourceName(stsName string) string {
 // proxy.
 func metricsResourceLabels(opts *metricsOpts) map[string]string {
 	lbls := map[string]string{
-		LabelManaged:             "true",
+		kubetypes.LabelManaged:   "true",
 		labelMetricsTarget:       opts.proxyStsName,
 		labelPromProxyType:       opts.proxyType,
 		labelPromProxyParentName: opts.proxyLabels[LabelParentName],

cmd/k8s-operator/operator.go

@@ -331,34 +331,6 @@ func runReconcilers(opts reconcilerOpts) {
 	if err != nil {
 		startlog.Fatalf("could not create ingress reconciler: %v", err)
 	}
-	lc, err := opts.tsServer.LocalClient()
-	if err != nil {
-		startlog.Fatalf("could not get local client: %v", err)
-	}
-	ingressProxyGroupFilter := handler.EnqueueRequestsFromMapFunc(ingressesFromIngressProxyGroup(mgr.GetClient(), opts.log))
-	err = builder.
-		ControllerManagedBy(mgr).
-		For(&networkingv1.Ingress{}).
-		Named("ingress-pg-reconciler").
-		Watches(&corev1.Service{}, handler.EnqueueRequestsFromMapFunc(serviceHandlerForIngressPG(mgr.GetClient(), startlog))).
-		Watches(&tsapi.ProxyGroup{}, ingressProxyGroupFilter).
-		Complete(&IngressPGReconciler{
-			recorder:    eventRecorder,
-			tsClient:    opts.tsClient,
-			tsnetServer: opts.tsServer,
-			defaultTags: strings.Split(opts.proxyTags, ","),
-			Client:      mgr.GetClient(),
-			logger:      opts.log.Named("ingress-pg-reconciler"),
-			lc:          lc,
-			tsNamespace: opts.tailscaleNamespace,
-		})
-	if err != nil {
-		startlog.Fatalf("could not create ingress-pg-reconciler: %v", err)
-	}
-	if err := mgr.GetFieldIndexer().IndexField(context.Background(), new(networkingv1.Ingress), indexIngressProxyGroup, indexPGIngresses); err != nil {
-		startlog.Fatalf("failed setting up indexer for HA Ingresses: %v", err)
-	}
-
 	connectorFilter := handler.EnqueueRequestsFromMapFunc(managedResourceHandlerForType("connector"))
 	// If a ProxyClassChanges, enqueue all Connectors that have
 	// .spec.proxyClass set to the name of this ProxyClass.
@@ -629,8 +601,8 @@ func enqueueAllIngressEgressProxySvcsInNS(ns string, cl client.Client, logger *z
 
 		// Get all headless Services for proxies configured using Service.
 		svcProxyLabels := map[string]string{
-			LabelManaged:    "true",
-			LabelParentType: "svc",
+			kubetypes.LabelManaged: "true",
+			LabelParentType:        "svc",
 		}
 		svcHeadlessSvcList := &corev1.ServiceList{}
 		if err := cl.List(ctx, svcHeadlessSvcList, client.InNamespace(ns), client.MatchingLabels(svcProxyLabels)); err != nil {
@@ -643,8 +615,8 @@ func enqueueAllIngressEgressProxySvcsInNS(ns string, cl client.Client, logger *z
 
 		// Get all headless Services for proxies configured using Ingress.
 		ingProxyLabels := map[string]string{
-			LabelManaged:    "true",
-			LabelParentType: "ingress",
+			kubetypes.LabelManaged: "true",
+			LabelParentType:        "ingress",
 		}
 		ingHeadlessSvcList := &corev1.ServiceList{}
 		if err := cl.List(ctx, ingHeadlessSvcList, client.InNamespace(ns), client.MatchingLabels(ingProxyLabels)); err != nil {
@@ -711,7 +683,7 @@ func dnsRecordsReconcilerIngressHandler(ns string, isDefaultLoadBalancer bool, c
 
 func isManagedResource(o client.Object) bool {
 	ls := o.GetLabels()
-	return ls[LabelManaged] == "true"
+	return ls[kubetypes.LabelManaged] == "true"
 }
 
 func isManagedByType(o client.Object, typ string) bool {
@@ -948,7 +920,7 @@ func egressPodsHandler(_ context.Context, o client.Object) []reconcile.Request {
 // returns reconciler requests for all egress EndpointSlices for that ProxyGroup.
 func egressEpsFromPGPods(cl client.Client, ns string) handler.MapFunc {
 	return func(_ context.Context, o client.Object) []reconcile.Request {
-		if v, ok := o.GetLabels()[LabelManaged]; !ok || v != "true" {
+		if v, ok := o.GetLabels()[kubetypes.LabelManaged]; !ok || v != "true" {
 			return nil
 		}
 		// TODO(irbekrm): for now this is good enough as all ProxyGroups are egress. Add a type check once we
@@ -968,15 +940,13 @@ func egressEpsFromPGPods(cl client.Client, ns string) handler.MapFunc {
 // returns reconciler requests for all egress EndpointSlices for that ProxyGroup.
 func egressEpsFromPGStateSecrets(cl client.Client, ns string) handler.MapFunc {
 	return func(_ context.Context, o client.Object) []reconcile.Request {
-		if v, ok := o.GetLabels()[LabelManaged]; !ok || v != "true" {
+		if v, ok := o.GetLabels()[kubetypes.LabelManaged]; !ok || v != "true" {
 			return nil
 		}
-		// TODO(irbekrm): for now this is good enough as all ProxyGroups are egress. Add a type check once we
-		// have ingress ProxyGroups.
 		if parentType := o.GetLabels()[LabelParentType]; parentType != "proxygroup" {
 			return nil
 		}
-		if secretType := o.GetLabels()[labelSecretType]; secretType != "state" {
+		if secretType := o.GetLabels()[kubetypes.LabelSecretType]; secretType != "state" {
 			return nil
 		}
 		pg, ok := o.GetLabels()[LabelParentName]
@@ -993,7 +963,7 @@ func egressSvcFromEps(_ context.Context, o client.Object) []reconcile.Request {
 	if typ := o.GetLabels()[labelSvcType]; typ != typeEgress {
 		return nil
 	}
-	if v, ok := o.GetLabels()[LabelManaged]; !ok || v != "true" {
+	if v, ok := o.GetLabels()[kubetypes.LabelManaged]; !ok || v != "true" {
 		return nil
 	}
 	svcName, ok := o.GetLabels()[LabelParentName]
@@ -1063,36 +1033,6 @@ func egressSvcsFromEgressProxyGroup(cl client.Client, logger *zap.SugaredLogger)
 	}
 }
 
-// ingressesFromIngressProxyGroup is an event handler for ingress ProxyGroups. It returns reconcile requests for all
-// user-created Ingresses that should be exposed on this ProxyGroup.
-func ingressesFromIngressProxyGroup(cl client.Client, logger *zap.SugaredLogger) handler.MapFunc {
-	return func(ctx context.Context, o client.Object) []reconcile.Request {
-		pg, ok := o.(*tsapi.ProxyGroup)
-		if !ok {
-			logger.Infof("[unexpected] ProxyGroup handler triggered for an object that is not a ProxyGroup")
-			return nil
-		}
-		if pg.Spec.Type != tsapi.ProxyGroupTypeIngress {
-			return nil
-		}
-		ingList := &networkingv1.IngressList{}
-		if err := cl.List(ctx, ingList, client.MatchingFields{indexIngressProxyGroup: pg.Name}); err != nil {
-			logger.Infof("error listing Ingresses: %v, skipping a reconcile for event on ProxyGroup %s", err, pg.Name)
-			return nil
-		}
-		reqs := make([]reconcile.Request, 0)
-		for _, svc := range ingList.Items {
-			reqs = append(reqs, reconcile.Request{
-				NamespacedName: types.NamespacedName{
-					Namespace: svc.Namespace,
-					Name:      svc.Name,
-				},
-			})
-		}
-		return reqs
-	}
-}
-
 // epsFromExternalNameService is an event handler for ExternalName Services that define a Tailscale egress service that
 // should be exposed on a ProxyGroup. It returns reconcile requests for EndpointSlices created for this Service.
 func epsFromExternalNameService(cl client.Client, logger *zap.SugaredLogger, ns string) handler.MapFunc {
@@ -1138,9 +1078,9 @@ func podsFromEgressEps(cl client.Client, logger *zap.SugaredLogger, ns string) h
 			return nil
 		}
 		podLabels := map[string]string{
-			LabelManaged:    "true",
-			LabelParentType: "proxygroup",
-			LabelParentName: eps.Labels[labelProxyGroup],
+			kubetypes.LabelManaged: "true",
+			LabelParentType:        "proxygroup",
+			LabelParentName:        eps.Labels[labelProxyGroup],
 		}
 		podList := &corev1.PodList{}
 		if err := cl.List(ctx, podList, client.InNamespace(ns),
@@ -1213,51 +1153,6 @@ func indexEgressServices(o client.Object) []string {
 	return []string{o.GetAnnotations()[AnnotationProxyGroup]}
 }
 
-// indexPGIngresses adds a local index to a cached Tailscale Ingresses meant to be exposed on a ProxyGroup. The index is
-// used a list filter.
-func indexPGIngresses(o client.Object) []string {
-	if !hasProxyGroupAnnotation(o) {
-		return nil
-	}
-	return []string{o.GetAnnotations()[AnnotationProxyGroup]}
-}
-
-// serviceHandlerForIngressPG returns a handler for Service events that ensures that if the Service
-// associated with an event is a backend Service for a tailscale Ingress with ProxyGroup annotation,
-// the associated Ingress gets reconciled.
-func serviceHandlerForIngressPG(cl client.Client, logger *zap.SugaredLogger) handler.MapFunc {
-	return func(ctx context.Context, o client.Object) []reconcile.Request {
-		ingList := networkingv1.IngressList{}
-		if err := cl.List(ctx, &ingList, client.InNamespace(o.GetNamespace())); err != nil {
-			logger.Debugf("error listing Ingresses: %v", err)
-			return nil
-		}
-		reqs := make([]reconcile.Request, 0)
-		for _, ing := range ingList.Items {
-			if ing.Spec.IngressClassName == nil || *ing.Spec.IngressClassName != tailscaleIngressClassName {
-				continue
-			}
-			if !hasProxyGroupAnnotation(&ing) {
-				continue
-			}
-			if ing.Spec.DefaultBackend != nil && ing.Spec.DefaultBackend.Service != nil && ing.Spec.DefaultBackend.Service.Name == o.GetName() {
-				reqs = append(reqs, reconcile.Request{NamespacedName: client.ObjectKeyFromObject(&ing)})
-			}
-			for _, rule := range ing.Spec.Rules {
-				if rule.HTTP == nil {
-					continue
-				}
-				for _, path := range rule.HTTP.Paths {
-					if path.Backend.Service != nil && path.Backend.Service.Name == o.GetName() {
-						reqs = append(reqs, reconcile.Request{NamespacedName: client.ObjectKeyFromObject(&ing)})
-					}
-				}
-			}
-		}
-		return reqs
-	}
-}
-
 func hasProxyGroupAnnotation(obj client.Object) bool {
 	ing := obj.(*networkingv1.Ingress)
 	return ing.Annotations[AnnotationProxyGroup] != ""

cmd/k8s-operator/operator_test.go

@@ -1387,10 +1387,10 @@ func Test_serviceHandlerForIngress(t *testing.T) {
 			Name:      "headless-1",
 			Namespace: "tailscale",
 			Labels: map[string]string{
-				LabelManaged:         "true",
-				LabelParentName:      "ing-1",
-				LabelParentNamespace: "ns-1",
-				LabelParentType:      "ingress",
+				kubetypes.LabelManaged: "true",
+				LabelParentName:        "ing-1",
+				LabelParentNamespace:   "ns-1",
+				LabelParentType:        "ingress",
 			},
 		},
 	}

cmd/k8s-operator/proxygroup.go

@@ -302,7 +302,10 @@ func (r *ProxyGroupReconciler) maybeProvision(ctx context.Context, pg *tsapi.Pro
 	if err != nil {
 		return fmt.Errorf("error generating StatefulSet spec: %w", err)
 	}
-	ss = applyProxyClassToStatefulSet(proxyClass, ss, nil, logger)
+	cfg := &tailscaleSTSConfig{
+		proxyType: string(pg.Spec.Type),
+	}
+	ss = applyProxyClassToStatefulSet(proxyClass, ss, cfg, logger)
 	capver, err := r.capVerForPG(ctx, pg, logger)
 	if err != nil {
 		return fmt.Errorf("error getting device info: %w", err)
@@ -452,7 +455,7 @@ 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),
@@ -461,7 +464,7 @@ func (r *ProxyGroupReconciler) ensureConfigSecretsCreated(ctx context.Context, p
 
 		var existingCfgSecret *corev1.Secret // unmodified copy of secret
 		if err := r.Get(ctx, client.ObjectKeyFromObject(cfgSecret), cfgSecret); err == nil {
-			logger.Debugf("secret %s/%s already exists", cfgSecret.GetNamespace(), cfgSecret.GetName())
+			logger.Debugf("Secret %s/%s already exists", cfgSecret.GetNamespace(), cfgSecret.GetName())
 			existingCfgSecret = cfgSecret.DeepCopy()
 		} else if !apierrors.IsNotFound(err) {
 			return "", err
@@ -469,7 +472,7 @@ func (r *ProxyGroupReconciler) ensureConfigSecretsCreated(ctx context.Context, p
 
 		var authKey string
 		if existingCfgSecret == nil {
-			logger.Debugf("creating authkey for new ProxyGroup proxy")
+			logger.Debugf("Creating authkey for new ProxyGroup proxy")
 			tags := pg.Spec.Tags.Stringify()
 			if len(tags) == 0 {
 				tags = r.defaultTags
@@ -490,7 +493,7 @@ func (r *ProxyGroupReconciler) ensureConfigSecretsCreated(ctx context.Context, p
 			if err != nil {
 				return "", fmt.Errorf("error marshalling tailscaled config: %w", err)
 			}
-			mak.Set(&cfgSecret.StringData, tsoperator.TailscaledConfigFileName(cap), string(cfgJSON))
+			mak.Set(&cfgSecret.Data, tsoperator.TailscaledConfigFileName(cap), cfgJSON)
 		}
 
 		// The config sha256 sum is a value for a hash annotation used to trigger
@@ -520,12 +523,14 @@ func (r *ProxyGroupReconciler) ensureConfigSecretsCreated(ctx context.Context, p
 		}
 
 		if existingCfgSecret != nil {
-			logger.Debugf("patching the existing ProxyGroup config Secret %s", cfgSecret.Name)
-			if err := r.Patch(ctx, cfgSecret, client.MergeFrom(existingCfgSecret)); err != nil {
-				return "", err
+			if !apiequality.Semantic.DeepEqual(existingCfgSecret, cfgSecret) {
+				logger.Debugf("Updating the existing ProxyGroup config Secret %s", cfgSecret.Name)
+				if err := r.Update(ctx, cfgSecret); err != nil {
+					return "", err
+				}
 			}
 		} else {
-			logger.Debugf("creating a new config Secret %s for the ProxyGroup", cfgSecret.Name)
+			logger.Debugf("Creating a new config Secret %s for the ProxyGroup", cfgSecret.Name)
 			if err := r.Create(ctx, cfgSecret); err != nil {
 				return "", err
 			}
@@ -596,10 +601,35 @@ 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
 }
@@ -620,7 +650,7 @@ func (r *ProxyGroupReconciler) getNodeMetadata(ctx context.Context, pg *tsapi.Pr
 			return nil, fmt.Errorf("unexpected secret %s was labelled as owned by the ProxyGroup %s: %w", secret.Name, pg.Name, err)
 		}
 
-		id, dnsName, ok, err := getNodeMetadata(ctx, &secret)
+		prefs, ok, err := getDevicePrefs(&secret)
 		if err != nil {
 			return nil, err
 		}
@@ -631,8 +661,8 @@ func (r *ProxyGroupReconciler) getNodeMetadata(ctx context.Context, pg *tsapi.Pr
 		nm := nodeMetadata{
 			ordinal:     ordinal,
 			stateSecret: &secret,
-			tsID:        id,
-			dnsName:     dnsName,
+			tsID:        prefs.Config.NodeID,
+			dnsName:     prefs.Config.UserProfile.LoginName,
 		}
 		pod := &corev1.Pod{}
 		if err := r.Get(ctx, client.ObjectKey{Namespace: r.tsNamespace, Name: secret.Name}, pod); err != nil && !apierrors.IsNotFound(err) {

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),
 					},
 				},
 			})
@@ -178,7 +178,15 @@ func pgStatefulSet(pg *tsapi.ProxyGroup, namespace, image, tsFirewallMode string
 				corev1.EnvVar{
 					Name:  "TS_SERVE_CONFIG",
 					Value: fmt.Sprintf("/etc/proxies/%s", serveConfigKey),
-				})
+				},
+				corev1.EnvVar{
+					// Run proxies in cert share mode to
+					// ensure that only one TLS cert is
+					// issued for an HA Ingress.
+					Name:  "TS_EXPERIMENTAL_CERT_SHARE",
+					Value: "true",
+				},
+			)
 		}
 		return append(c.Env, envs...)
 	}()
@@ -225,6 +233,13 @@ func pgRole(pg *tsapi.ProxyGroup, namespace string) *rbacv1.Role {
 			OwnerReferences: pgOwnerReference(pg),
 		},
 		Rules: []rbacv1.PolicyRule{
+			{
+				APIGroups: []string{""},
+				Resources: []string{"secrets"},
+				Verbs: []string{
+					"list",
+				},
+			},
 			{
 				APIGroups: []string{""},
 				Resources: []string{"secrets"},
@@ -236,8 +251,8 @@ 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
@@ -318,9 +333,9 @@ func pgIngressCM(pg *tsapi.ProxyGroup, namespace string) *corev1.ConfigMap {
 	}
 }
 
-func pgSecretLabels(pgName, typ string) map[string]string {
+func pgSecretLabels(pgName, secretType string) map[string]string {
 	return pgLabels(pgName, map[string]string{
-		labelSecretType: typ, // "config" or "state".
+		kubetypes.LabelSecretType: secretType, // "config" or "state".
 	})
 }
 
@@ -330,7 +345,7 @@ func pgLabels(pgName string, customLabels map[string]string) map[string]string {
 		l[k] = v
 	}
 
-	l[LabelManaged] = "true"
+	l[kubetypes.LabelManaged] = "true"
 	l[LabelParentType] = "proxygroup"
 	l[LabelParentName] = pgName
 
@@ -349,6 +364,10 @@ 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"
@@ -246,7 +247,6 @@ func TestProxyGroup(t *testing.T) {
 		// The fake client does not clean up objects whose owner has been
 		// deleted, so we can't test for the owned resources getting deleted.
 	})
-
 }
 
 func TestProxyGroupTypes(t *testing.T) {
@@ -416,6 +416,7 @@ func TestProxyGroupTypes(t *testing.T) {
 		}
 		verifyEnvVar(t, sts, "TS_INTERNAL_APP", kubetypes.AppProxyGroupIngress)
 		verifyEnvVar(t, sts, "TS_SERVE_CONFIG", "/etc/proxies/serve-config.json")
+		verifyEnvVar(t, sts, "TS_EXPERIMENTAL_CERT_SHARE", "true")
 
 		// Verify ConfigMap volume mount
 		cmName := fmt.Sprintf("%s-ingress-config", pg.Name)
@@ -446,6 +447,131 @@ 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,
+		},
+		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",
+		},
+		Data: map[string][]byte{
+			tsoperator.TailscaledConfigFileName(106): expectedConfigBytes,
+		},
+	})
+}
+
+func proxyClassesForLEStagingTest() (*tsapi.ProxyClass, *tsapi.ProxyClass, *tsapi.ProxyClass) {
+	pcLEStaging := &tsapi.ProxyClass{
+		ObjectMeta: metav1.ObjectMeta{
+			Name:       "le-staging",
+			Generation: 1,
+		},
+		Spec: tsapi.ProxyClassSpec{
+			UseLetsEncryptStagingEnvironment: true,
+		},
+	}
+
+	pcLEStagingFalse := &tsapi.ProxyClass{
+		ObjectMeta: metav1.ObjectMeta{
+			Name:       "le-staging-false",
+			Generation: 1,
+		},
+		Spec: tsapi.ProxyClassSpec{
+			UseLetsEncryptStagingEnvironment: false,
+		},
+	}
+
+	pcOther := &tsapi.ProxyClass{
+		ObjectMeta: metav1.ObjectMeta{
+			Name:       "other",
+			Generation: 1,
+		},
+		Spec: tsapi.ProxyClassSpec{},
+	}
+
+	return pcLEStaging, pcLEStagingFalse, pcOther
+}
+
+func setProxyClassReady(t *testing.T, fc client.Client, cl *tstest.Clock, name string) *tsapi.ProxyClass {
+	t.Helper()
+	pc := &tsapi.ProxyClass{}
+	if err := fc.Get(context.Background(), client.ObjectKey{Name: name}, pc); err != nil {
+		t.Fatal(err)
+	}
+	pc.Status = tsapi.ProxyClassStatus{
+		Conditions: []metav1.Condition{{
+			Type:               string(tsapi.ProxyClassReady),
+			Status:             metav1.ConditionTrue,
+			Reason:             reasonProxyClassValid,
+			Message:            reasonProxyClassValid,
+			LastTransitionTime: metav1.Time{Time: cl.Now().Truncate(time.Second)},
+			ObservedGeneration: pc.Generation,
+		}},
+	}
+	if err := fc.Status().Update(context.Background(), pc); err != nil {
+		t.Fatal(err)
+	}
+	return pc
+}
+
 func verifyProxyGroupCounts(t *testing.T, r *ProxyGroupReconciler, wantIngress, wantEgress int) {
 	t.Helper()
 	if r.ingressProxyGroups.Len() != wantIngress {
@@ -469,6 +595,16 @@ func verifyEnvVar(t *testing.T, sts *appsv1.StatefulSet, name, expectedValue str
 	t.Errorf("%s environment variable not found", name)
 }
 
+func verifyEnvVarNotPresent(t *testing.T, sts *appsv1.StatefulSet, name string) {
+	t.Helper()
+	for _, env := range sts.Spec.Template.Spec.Containers[0].Env {
+		if env.Name == name {
+			t.Errorf("environment variable %s should not be present", name)
+			return
+		}
+	}
+}
+
 func expectProxyGroupResources(t *testing.T, fc client.WithWatch, pg *tsapi.ProxyGroup, shouldExist bool, cfgHash string, proxyClass *tsapi.ProxyClass) {
 	t.Helper()
 
@@ -501,7 +637,7 @@ 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 +682,146 @@ func addNodeIDToStateSecrets(t *testing.T, fc client.WithWatch, pg *tsapi.ProxyG
 		})
 	}
 }
+
+func TestProxyGroupLetsEncryptStaging(t *testing.T) {
+	cl := tstest.NewClock(tstest.ClockOpts{})
+	zl := zap.Must(zap.NewDevelopment())
+
+	// Set up test cases- most are shared with non-HA Ingress.
+	type proxyGroupLETestCase struct {
+		leStagingTestCase
+		pgType tsapi.ProxyGroupType
+	}
+	pcLEStaging, pcLEStagingFalse, pcOther := proxyClassesForLEStagingTest()
+	sharedTestCases := testCasesForLEStagingTests(pcLEStaging, pcLEStagingFalse, pcOther)
+	var tests []proxyGroupLETestCase
+	for _, tt := range sharedTestCases {
+		tests = append(tests, proxyGroupLETestCase{
+			leStagingTestCase: tt,
+			pgType:            tsapi.ProxyGroupTypeIngress,
+		})
+	}
+	tests = append(tests, proxyGroupLETestCase{
+		leStagingTestCase: leStagingTestCase{
+			name:                  "egress_pg_with_staging_proxyclass",
+			proxyClassPerResource: "le-staging",
+			useLEStagingEndpoint:  false,
+		},
+		pgType: tsapi.ProxyGroupTypeEgress,
+	})
+
+	for _, tt := range tests {
+		t.Run(tt.name, func(t *testing.T) {
+			builder := fake.NewClientBuilder().
+				WithScheme(tsapi.GlobalScheme)
+
+			// Pre-populate the fake client with ProxyClasses.
+			builder = builder.WithObjects(pcLEStaging, pcLEStagingFalse, pcOther).
+				WithStatusSubresource(pcLEStaging, pcLEStagingFalse, pcOther)
+
+			fc := builder.Build()
+
+			// If the test case needs a ProxyClass to exist, ensure it is set to Ready.
+			if tt.proxyClassPerResource != "" || tt.defaultProxyClass != "" {
+				name := tt.proxyClassPerResource
+				if name == "" {
+					name = tt.defaultProxyClass
+				}
+				setProxyClassReady(t, fc, cl, name)
+			}
+
+			// Create ProxyGroup
+			pg := &tsapi.ProxyGroup{
+				ObjectMeta: metav1.ObjectMeta{
+					Name: "test",
+				},
+				Spec: tsapi.ProxyGroupSpec{
+					Type:       tt.pgType,
+					Replicas:   ptr.To[int32](1),
+					ProxyClass: tt.proxyClassPerResource,
+				},
+			}
+			mustCreate(t, fc, pg)
+
+			reconciler := &ProxyGroupReconciler{
+				tsNamespace:       tsNamespace,
+				proxyImage:        testProxyImage,
+				defaultTags:       []string{"tag:test"},
+				defaultProxyClass: tt.defaultProxyClass,
+				Client:            fc,
+				tsClient:          &fakeTSClient{},
+				l:                 zl.Sugar(),
+				clock:             cl,
+			}
+
+			expectReconciled(t, reconciler, "", pg.Name)
+
+			// Verify that the StatefulSet created for ProxyGrup has
+			// the expected setting for the staging endpoint.
+			sts := &appsv1.StatefulSet{}
+			if err := fc.Get(context.Background(), client.ObjectKey{Namespace: tsNamespace, Name: pg.Name}, sts); err != nil {
+				t.Fatalf("failed to get StatefulSet: %v", err)
+			}
+
+			if tt.useLEStagingEndpoint {
+				verifyEnvVar(t, sts, "TS_DEBUG_ACME_DIRECTORY_URL", letsEncryptStagingEndpoint)
+			} else {
+				verifyEnvVarNotPresent(t, sts, "TS_DEBUG_ACME_DIRECTORY_URL")
+			}
+		})
+	}
+}
+
+type leStagingTestCase struct {
+	name string
+	// ProxyClass set on ProxyGroup or Ingress resource.
+	proxyClassPerResource string
+	// Default ProxyClass.
+	defaultProxyClass    string
+	useLEStagingEndpoint bool
+}
+
+// Shared test cases for LE staging endpoint configuration for ProxyGroup and
+// non-HA Ingress.
+func testCasesForLEStagingTests(pcLEStaging, pcLEStagingFalse, pcOther *tsapi.ProxyClass) []leStagingTestCase {
+	return []leStagingTestCase{
+		{
+			name:                  "with_staging_proxyclass",
+			proxyClassPerResource: "le-staging",
+			useLEStagingEndpoint:  true,
+		},
+		{
+			name:                  "with_staging_proxyclass_false",
+			proxyClassPerResource: "le-staging-false",
+			useLEStagingEndpoint:  false,
+		},
+		{
+			name:                  "with_other_proxyclass",
+			proxyClassPerResource: "other",
+			useLEStagingEndpoint:  false,
+		},
+		{
+			name:                  "no_proxyclass",
+			proxyClassPerResource: "",
+			useLEStagingEndpoint:  false,
+		},
+		{
+			name:                  "with_default_staging_proxyclass",
+			proxyClassPerResource: "",
+			defaultProxyClass:     "le-staging",
+			useLEStagingEndpoint:  true,
+		},
+		{
+			name:                  "with_default_other_proxyclass",
+			proxyClassPerResource: "",
+			defaultProxyClass:     "other",
+			useLEStagingEndpoint:  false,
+		},
+		{
+			name:                  "with_default_staging_proxyclass_false",
+			proxyClassPerResource: "",
+			defaultProxyClass:     "le-staging-false",
+			useLEStagingEndpoint:  false,
+		},
+	}
+}

cmd/k8s-operator/sts.go

@@ -44,11 +44,9 @@ const (
 	// Labels that the operator sets on StatefulSets and Pods. If you add a
 	// new label here, do also add it to tailscaleManagedLabels var to
 	// ensure that it does not get overwritten by ProxyClass configuration.
-	LabelManaged         = "tailscale.com/managed"
 	LabelParentType      = "tailscale.com/parent-resource-type"
 	LabelParentName      = "tailscale.com/parent-resource"
 	LabelParentNamespace = "tailscale.com/parent-resource-ns"
-	labelSecretType      = "tailscale.com/secret-type" // "config" or "state".
 
 	// LabelProxyClass can be set by users on tailscale Ingresses and Services that define cluster ingress or
 	// cluster egress, to specify that configuration in this ProxyClass should be applied to resources created for
@@ -104,11 +102,13 @@ const (
 
 	envVarTSLocalAddrPort = "TS_LOCAL_ADDR_PORT"
 	defaultLocalAddrPort  = 9002 // metrics and health check port
+
+	letsEncryptStagingEndpoint = "https://acme-staging-v02.api.letsencrypt.org/directory"
 )
 
 var (
 	// tailscaleManagedLabels are label keys that tailscale operator sets on StatefulSets and Pods.
-	tailscaleManagedLabels = []string{LabelManaged, LabelParentType, LabelParentName, LabelParentNamespace, "app"}
+	tailscaleManagedLabels = []string{kubetypes.LabelManaged, LabelParentType, LabelParentName, LabelParentNamespace, "app"}
 	// tailscaleManagedAnnotations are annotation keys that tailscale operator sets on StatefulSets and Pods.
 	tailscaleManagedAnnotations = []string{podAnnotationLastSetClusterIP, podAnnotationLastSetTailnetTargetIP, podAnnotationLastSetTailnetTargetFQDN, podAnnotationLastSetConfigFileHash}
 )
@@ -785,6 +785,17 @@ func applyProxyClassToStatefulSet(pc *tsapi.ProxyClass, ss *appsv1.StatefulSet,
 			enableEndpoints(ss, metricsEnabled, debugEnabled)
 		}
 	}
+	if pc.Spec.UseLetsEncryptStagingEnvironment && (stsCfg.proxyType == proxyTypeIngressResource || stsCfg.proxyType == string(tsapi.ProxyGroupTypeIngress)) {
+		for i, c := range ss.Spec.Template.Spec.Containers {
+			if c.Name == "tailscale" {
+				ss.Spec.Template.Spec.Containers[i].Env = append(ss.Spec.Template.Spec.Containers[i].Env, corev1.EnvVar{
+					Name:  "TS_DEBUG_ACME_DIRECTORY_URL",
+					Value: letsEncryptStagingEndpoint,
+				})
+				break
+			}
+		}
+	}
 
 	if pc.Spec.StatefulSet == nil {
 		return ss

cmd/k8s-operator/sts_test.go

@@ -21,6 +21,7 @@ import (
 	metav1 "k8s.io/apimachinery/pkg/apis/meta/v1"
 	"sigs.k8s.io/yaml"
 	tsapi "tailscale.com/k8s-operator/apis/v1alpha1"
+	"tailscale.com/kube/kubetypes"
 	"tailscale.com/types/ptr"
 )
 
@@ -156,8 +157,8 @@ func Test_applyProxyClassToStatefulSet(t *testing.T) {
 	// Set a couple additional fields so we can test that we don't
 	// mistakenly override those.
 	labels := map[string]string{
-		LabelManaged:    "true",
-		LabelParentName: "foo",
+		kubetypes.LabelManaged: "true",
+		LabelParentName:        "foo",
 	}
 	annots := map[string]string{
 		podAnnotationLastSetClusterIP: "1.2.3.4",
@@ -303,28 +304,28 @@ func Test_mergeStatefulSetLabelsOrAnnots(t *testing.T) {
 	}{
 		{
 			name:    "no custom labels specified and none present in current labels, return current labels",
-			current: map[string]string{LabelManaged: "true", LabelParentName: "foo", LabelParentType: "svc", LabelParentNamespace: "foo"},
-			want:    map[string]string{LabelManaged: "true", LabelParentName: "foo", LabelParentType: "svc", LabelParentNamespace: "foo"},
+			current: map[string]string{kubetypes.LabelManaged: "true", LabelParentName: "foo", LabelParentType: "svc", LabelParentNamespace: "foo"},
+			want:    map[string]string{kubetypes.LabelManaged: "true", LabelParentName: "foo", LabelParentType: "svc", LabelParentNamespace: "foo"},
 			managed: tailscaleManagedLabels,
 		},
 		{
 			name:    "no custom labels specified, but some present in current labels, return tailscale managed labels only from the current labels",
-			current: map[string]string{"foo": "bar", "something.io/foo": "bar", LabelManaged: "true", LabelParentName: "foo", LabelParentType: "svc", LabelParentNamespace: "foo"},
-			want:    map[string]string{LabelManaged: "true", LabelParentName: "foo", LabelParentType: "svc", LabelParentNamespace: "foo"},
+			current: map[string]string{"foo": "bar", "something.io/foo": "bar", kubetypes.LabelManaged: "true", LabelParentName: "foo", LabelParentType: "svc", LabelParentNamespace: "foo"},
+			want:    map[string]string{kubetypes.LabelManaged: "true", LabelParentName: "foo", LabelParentType: "svc", LabelParentNamespace: "foo"},
 			managed: tailscaleManagedLabels,
 		},
 		{
 			name:    "custom labels specified, current labels only contain tailscale managed labels, return a union of both",
-			current: map[string]string{LabelManaged: "true", LabelParentName: "foo", LabelParentType: "svc", LabelParentNamespace: "foo"},
+			current: map[string]string{kubetypes.LabelManaged: "true", LabelParentName: "foo", LabelParentType: "svc", LabelParentNamespace: "foo"},
 			custom:  map[string]string{"foo": "bar", "something.io/foo": "bar"},
-			want:    map[string]string{"foo": "bar", "something.io/foo": "bar", LabelManaged: "true", LabelParentName: "foo", LabelParentType: "svc", LabelParentNamespace: "foo"},
+			want:    map[string]string{"foo": "bar", "something.io/foo": "bar", kubetypes.LabelManaged: "true", LabelParentName: "foo", LabelParentType: "svc", LabelParentNamespace: "foo"},
 			managed: tailscaleManagedLabels,
 		},
 		{
 			name:    "custom labels specified, current labels contain tailscale managed labels and custom labels, some of which re not present in the new custom labels, return a union of managed labels and the desired custom labels",
-			current: map[string]string{"foo": "bar", "bar": "baz", "app": "1234", LabelManaged: "true", LabelParentName: "foo", LabelParentType: "svc", LabelParentNamespace: "foo"},
+			current: map[string]string{"foo": "bar", "bar": "baz", "app": "1234", kubetypes.LabelManaged: "true", LabelParentName: "foo", LabelParentType: "svc", LabelParentNamespace: "foo"},
 			custom:  map[string]string{"foo": "bar", "something.io/foo": "bar"},
-			want:    map[string]string{"foo": "bar", "something.io/foo": "bar", "app": "1234", LabelManaged: "true", LabelParentName: "foo", LabelParentType: "svc", LabelParentNamespace: "foo"},
+			want:    map[string]string{"foo": "bar", "something.io/foo": "bar", "app": "1234", kubetypes.LabelManaged: "true", LabelParentName: "foo", LabelParentType: "svc", LabelParentNamespace: "foo"},
 			managed: tailscaleManagedLabels,
 		},
 		{

cmd/k8s-operator/svc.go

@@ -84,10 +84,10 @@ func childResourceLabels(name, ns, typ string) map[string]string {
 	// proxying. Instead, we have to do our own filtering and tracking with
 	// labels.
 	return map[string]string{
-		LabelManaged:         "true",
-		LabelParentName:      name,
-		LabelParentNamespace: ns,
-		LabelParentType:      typ,
+		kubetypes.LabelManaged: "true",
+		LabelParentName:        name,
+		LabelParentNamespace:   ns,
+		LabelParentType:        typ,
 	}
 }
 

cmd/k8s-operator/testutils_test.go

@@ -28,10 +28,11 @@ 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"
+	"tailscale.com/kube/kubetypes"
 	"tailscale.com/tailcfg"
 	"tailscale.com/types/ptr"
 	"tailscale.com/util/mak"
@@ -563,10 +564,10 @@ func expectedSecret(t *testing.T, cl client.Client, opts configOpts) *corev1.Sec
 func findGenName(t *testing.T, client client.Client, ns, name, typ string) (full, noSuffix string) {
 	t.Helper()
 	labels := map[string]string{
-		LabelManaged:         "true",
-		LabelParentName:      name,
-		LabelParentNamespace: ns,
-		LabelParentType:      typ,
+		kubetypes.LabelManaged: "true",
+		LabelParentName:        name,
+		LabelParentNamespace:   ns,
+		LabelParentType:        typ,
 	}
 	s, err := getSingleObject[corev1.Secret](context.Background(), client, "operator-ns", labels)
 	if err != nil {
@@ -768,7 +769,7 @@ 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 +876,7 @@ 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 +889,17 @@ 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/k8s-operator/tsrecorder.go

@@ -230,7 +230,7 @@ func (r *RecorderReconciler) maybeProvision(ctx context.Context, tsr *tsapi.Reco
 func (r *RecorderReconciler) maybeCleanup(ctx context.Context, tsr *tsapi.Recorder) (bool, error) {
 	logger := r.logger(tsr.Name)
 
-	id, _, ok, err := r.getNodeMetadata(ctx, tsr.Name)
+	prefs, ok, err := r.getDevicePrefs(ctx, tsr.Name)
 	if err != nil {
 		return false, err
 	}
@@ -243,6 +243,7 @@ func (r *RecorderReconciler) maybeCleanup(ctx context.Context, tsr *tsapi.Record
 		return true, nil
 	}
 
+	id := string(prefs.Config.NodeID)
 	logger.Debugf("deleting device %s from control", string(id))
 	if err := r.tsClient.DeleteDevice(ctx, string(id)); err != nil {
 		errResp := &tailscale.ErrResponse{}
@@ -327,34 +328,33 @@ func (r *RecorderReconciler) getStateSecret(ctx context.Context, tsrName string)
 	return secret, nil
 }
 
-func (r *RecorderReconciler) getNodeMetadata(ctx context.Context, tsrName string) (id tailcfg.StableNodeID, dnsName string, ok bool, err error) {
+func (r *RecorderReconciler) getDevicePrefs(ctx context.Context, tsrName string) (prefs prefs, ok bool, err error) {
 	secret, err := r.getStateSecret(ctx, tsrName)
 	if err != nil || secret == nil {
-		return "", "", false, err
+		return prefs, false, err
 	}
 
-	return getNodeMetadata(ctx, secret)
+	return getDevicePrefs(secret)
 }
 
-// getNodeMetadata returns 'ok == true' iff the node ID is found. The dnsName
+// getDevicePrefs returns 'ok == true' iff the node ID is found. The dnsName
 // is expected to always be non-empty if the node ID is, but not required.
-func getNodeMetadata(ctx context.Context, secret *corev1.Secret) (id tailcfg.StableNodeID, dnsName string, ok bool, err error) {
+func getDevicePrefs(secret *corev1.Secret) (prefs prefs, ok bool, err error) {
 	// TODO(tomhjp): Should maybe use ipn to parse the following info instead.
 	currentProfile, ok := secret.Data[currentProfileKey]
 	if !ok {
-		return "", "", false, nil
+		return prefs, false, nil
 	}
 	profileBytes, ok := secret.Data[string(currentProfile)]
 	if !ok {
-		return "", "", false, nil
+		return prefs, false, nil
 	}
-	var profile profile
-	if err := json.Unmarshal(profileBytes, &profile); err != nil {
-		return "", "", false, fmt.Errorf("failed to extract node profile info from state Secret %s: %w", secret.Name, err)
+	if err := json.Unmarshal(profileBytes, &prefs); err != nil {
+		return prefs, false, fmt.Errorf("failed to extract node profile info from state Secret %s: %w", secret.Name, err)
 	}
 
-	ok = profile.Config.NodeID != ""
-	return tailcfg.StableNodeID(profile.Config.NodeID), profile.Config.UserProfile.LoginName, ok, nil
+	ok = prefs.Config.NodeID != ""
+	return prefs, ok, nil
 }
 
 func (r *RecorderReconciler) getDeviceInfo(ctx context.Context, tsrName string) (d tsapi.RecorderTailnetDevice, ok bool, err error) {
@@ -367,14 +367,14 @@ func (r *RecorderReconciler) getDeviceInfo(ctx context.Context, tsrName string)
 }
 
 func getDeviceInfo(ctx context.Context, tsClient tsClient, secret *corev1.Secret) (d tsapi.RecorderTailnetDevice, ok bool, err error) {
-	nodeID, dnsName, ok, err := getNodeMetadata(ctx, secret)
+	prefs, ok, err := getDevicePrefs(secret)
 	if !ok || err != nil {
 		return tsapi.RecorderTailnetDevice{}, false, err
 	}
 
 	// TODO(tomhjp): The profile info doesn't include addresses, which is why we
 	// need the API. Should we instead update the profile to include addresses?
-	device, err := tsClient.Device(ctx, string(nodeID), nil)
+	device, err := tsClient.Device(ctx, string(prefs.Config.NodeID), nil)
 	if err != nil {
 		return tsapi.RecorderTailnetDevice{}, false, fmt.Errorf("failed to get device info from API: %w", err)
 	}
@@ -383,20 +383,25 @@ func getDeviceInfo(ctx context.Context, tsClient tsClient, secret *corev1.Secret
 		Hostname:   device.Hostname,
 		TailnetIPs: device.Addresses,
 	}
-	if dnsName != "" {
+	if dnsName := prefs.Config.UserProfile.LoginName; dnsName != "" {
 		d.URL = fmt.Sprintf("https://%s", dnsName)
 	}
 
 	return d, true, nil
 }
 
-type profile struct {
+// [prefs] is a subset of the ipn.Prefs struct used for extracting information
+// from the state Secret of Tailscale devices.
+type prefs struct {
 	Config struct {
-		NodeID      string `json:"NodeID"`
+		NodeID      tailcfg.StableNodeID `json:"NodeID"`
 		UserProfile struct {
+			// LoginName is the MagicDNS name of the device, e.g. foo.tail-scale.ts.net.
 			LoginName string `json:"LoginName"`
 		} `json:"UserProfile"`
 	} `json:"Config"`
+
+	AdvertiseServices []string `json:"AdvertiseServices"`
 }
 
 func markedForDeletion(obj metav1.Object) bool {

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() {
@@ -92,18 +94,24 @@ func main() {
 		}
 		ignoreDstTable.Insert(pfx, true)
 	}
-	var v4Prefixes []netip.Prefix
+	var (
+		v4Prefixes    []netip.Prefix
+		numV4DNSAddrs int
+	)
 	for _, s := range strings.Split(*v4PfxStr, ",") {
 		p := netip.MustParsePrefix(strings.TrimSpace(s))
 		if p.Masked() != p {
 			log.Fatalf("v4 prefix %v is not a masked prefix", p)
 		}
 		v4Prefixes = append(v4Prefixes, p)
+		numIPs := 1 << (32 - p.Bits())
+		numV4DNSAddrs += numIPs
 	}
 	if len(v4Prefixes) == 0 {
 		log.Fatalf("no v4 prefixes specified")
 	}
 	dnsAddr := v4Prefixes[0].Addr()
+	numV4DNSAddrs -= 1 // Subtract the dnsAddr allocated above.
 	ts := &tsnet.Server{
 		Hostname: *hostname,
 	}
@@ -151,12 +159,13 @@ func main() {
 	}
 
 	c := &connector{
-		ts:         ts,
-		lc:         lc,
-		dnsAddr:    dnsAddr,
-		v4Ranges:   v4Prefixes,
-		v6ULA:      ula(uint16(*siteID)),
-		ignoreDsts: ignoreDstTable,
+		ts:            ts,
+		lc:            lc,
+		dnsAddr:       dnsAddr,
+		v4Ranges:      v4Prefixes,
+		numV4DNSAddrs: numV4DNSAddrs,
+		v6ULA:         ula(uint16(*siteID)),
+		ignoreDsts:    ignoreDstTable,
 	}
 	c.run(ctx)
 }
@@ -175,6 +184,11 @@ type connector struct {
 	// v4Ranges is the list of IPv4 ranges to advertise and assign addresses from.
 	// These are masked prefixes.
 	v4Ranges []netip.Prefix
+
+	// numV4DNSAddrs is the total size of the IPv4 ranges in addresses, minus the
+	// dnsAddr allocation.
+	numV4DNSAddrs int
+
 	// v6ULA is the ULA prefix used by the app connector to assign IPv6 addresses.
 	v6ULA netip.Prefix
 
@@ -277,14 +291,14 @@ 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 +311,19 @@ 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 +336,7 @@ 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 +346,7 @@ 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)
 	}
 }
 
@@ -500,6 +514,7 @@ type perPeerState struct {
 	mu           sync.Mutex
 	domainToAddr map[string][]netip.Addr
 	addrToDomain *bart.Table[string]
+	numV4Allocs  int
 }
 
 // domainForIP returns the domain name assigned to the given IP address and
@@ -529,6 +544,9 @@ 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
 }
 
@@ -542,17 +560,25 @@ func (ps *perPeerState) isIPUsedLocked(ip netip.Addr) bool {
 
 // unusedIPv4Locked returns an unused IPv4 address from the available ranges.
 func (ps *perPeerState) unusedIPv4Locked() netip.Addr {
+	// All addresses have been allocated.
+	if ps.numV4Allocs >= ps.c.numV4DNSAddrs {
+		return netip.Addr{}
+	}
+
 	// TODO: skip ranges that have been exhausted
-	for _, r := range ps.c.v4Ranges {
-		ip := randV4(r)
-		for r.Contains(ip) {
+	// TODO: implement a much more efficient algorithm for finding unused IPs,
+	// this is fairly crazy.
+	for {
+		for _, r := range ps.c.v4Ranges {
+			ip := randV4(r)
+			if !r.Contains(ip) {
+				panic("error: randV4 returned invalid address")
+			}
 			if !ps.isIPUsedLocked(ip) && ip != ps.c.dnsAddr {
 				return ip
 			}
-			ip = ip.Next()
 		}
 	}
-	return netip.Addr{}
 }
 
 // randV4 returns a random IPv4 address within the given prefix.
@@ -575,6 +601,10 @@ func (ps *perPeerState) assignAddrsLocked(domain string) []netip.Addr {
 		ps.addrToDomain = &bart.Table[string]{}
 	}
 	v4 := ps.unusedIPv4Locked()
+	if !v4.IsValid() {
+		return nil
+	}
+	ps.numV4Allocs++
 	as16 := ps.c.v6ULA.Addr().As16()
 	as4 := v4.As4()
 	copy(as16[12:], as4[:])

cmd/natc/natc_test.go

@@ -0,0 +1,429 @@
+// Copyright (c) Tailscale Inc & AUTHORS
+// SPDX-License-Identifier: BSD-3-Clause
+
+package main
+
+import (
+	"errors"
+	"fmt"
+	"net/netip"
+	"slices"
+	"testing"
+
+	"github.com/gaissmai/bart"
+	"github.com/google/go-cmp/cmp"
+	"golang.org/x/net/dns/dnsmessage"
+	"tailscale.com/tailcfg"
+)
+
+func prefixEqual(a, b netip.Prefix) bool {
+	return a.Bits() == b.Bits() && a.Addr() == b.Addr()
+}
+
+func TestULA(t *testing.T) {
+	tests := []struct {
+		name     string
+		siteID   uint16
+		expected string
+	}{
+		{"zero", 0, "fd7a:115c:a1e0:a99c:0000::/80"},
+		{"one", 1, "fd7a:115c:a1e0:a99c:0001::/80"},
+		{"max", 65535, "fd7a:115c:a1e0:a99c:ffff::/80"},
+		{"random", 12345, "fd7a:115c:a1e0:a99c:3039::/80"},
+	}
+
+	for _, tc := range tests {
+		t.Run(tc.name, func(t *testing.T) {
+			got := ula(tc.siteID)
+			expected := netip.MustParsePrefix(tc.expected)
+			if !prefixEqual(got, expected) {
+				t.Errorf("ula(%d) = %s; want %s", tc.siteID, got, expected)
+			}
+		})
+	}
+}
+
+func TestRandV4(t *testing.T) {
+	pfx := netip.MustParsePrefix("100.64.1.0/24")
+
+	for i := 0; i < 512; i++ {
+		ip := randV4(pfx)
+		if !pfx.Contains(ip) {
+			t.Errorf("randV4(%s) = %s; not contained in prefix", pfx, ip)
+		}
+	}
+}
+
+func TestDNSResponse(t *testing.T) {
+	tests := []struct {
+		name        string
+		questions   []dnsmessage.Question
+		addrs       []netip.Addr
+		wantEmpty   bool
+		wantAnswers []struct {
+			name  string
+			qType dnsmessage.Type
+			addr  netip.Addr
+		}
+	}{
+		{
+			name:        "empty_request",
+			questions:   []dnsmessage.Question{},
+			addrs:       []netip.Addr{},
+			wantEmpty:   false,
+			wantAnswers: nil,
+		},
+		{
+			name: "a_record",
+			questions: []dnsmessage.Question{
+				{
+					Name:  dnsmessage.MustNewName("example.com."),
+					Type:  dnsmessage.TypeA,
+					Class: dnsmessage.ClassINET,
+				},
+			},
+			addrs: []netip.Addr{netip.MustParseAddr("100.64.1.5")},
+			wantAnswers: []struct {
+				name  string
+				qType dnsmessage.Type
+				addr  netip.Addr
+			}{
+				{
+					name:  "example.com.",
+					qType: dnsmessage.TypeA,
+					addr:  netip.MustParseAddr("100.64.1.5"),
+				},
+			},
+		},
+		{
+			name: "aaaa_record",
+			questions: []dnsmessage.Question{
+				{
+					Name:  dnsmessage.MustNewName("example.com."),
+					Type:  dnsmessage.TypeAAAA,
+					Class: dnsmessage.ClassINET,
+				},
+			},
+			addrs: []netip.Addr{netip.MustParseAddr("fd7a:115c:a1e0:a99c:0001:0505:0505:0505")},
+			wantAnswers: []struct {
+				name  string
+				qType dnsmessage.Type
+				addr  netip.Addr
+			}{
+				{
+					name:  "example.com.",
+					qType: dnsmessage.TypeAAAA,
+					addr:  netip.MustParseAddr("fd7a:115c:a1e0:a99c:0001:0505:0505:0505"),
+				},
+			},
+		},
+		{
+			name: "soa_record",
+			questions: []dnsmessage.Question{
+				{
+					Name:  dnsmessage.MustNewName("example.com."),
+					Type:  dnsmessage.TypeSOA,
+					Class: dnsmessage.ClassINET,
+				},
+			},
+			addrs:       []netip.Addr{},
+			wantAnswers: nil,
+		},
+		{
+			name: "ns_record",
+			questions: []dnsmessage.Question{
+				{
+					Name:  dnsmessage.MustNewName("example.com."),
+					Type:  dnsmessage.TypeNS,
+					Class: dnsmessage.ClassINET,
+				},
+			},
+			addrs:       []netip.Addr{},
+			wantAnswers: nil,
+		},
+	}
+
+	for _, tc := range tests {
+		t.Run(tc.name, func(t *testing.T) {
+			req := &dnsmessage.Message{
+				Header: dnsmessage.Header{
+					ID: 1234,
+				},
+				Questions: tc.questions,
+			}
+
+			resp, err := dnsResponse(req, tc.addrs)
+			if err != nil {
+				t.Fatalf("dnsResponse() error = %v", err)
+			}
+
+			if tc.wantEmpty && len(resp) != 0 {
+				t.Errorf("dnsResponse() returned non-empty response when expected empty")
+			}
+
+			if !tc.wantEmpty && len(resp) == 0 {
+				t.Errorf("dnsResponse() returned empty response when expected non-empty")
+			}
+
+			if len(resp) > 0 {
+				var msg dnsmessage.Message
+				err = msg.Unpack(resp)
+				if err != nil {
+					t.Fatalf("Failed to unpack response: %v", err)
+				}
+
+				if !msg.Header.Response {
+					t.Errorf("Response header is not set")
+				}
+
+				if msg.Header.ID != req.Header.ID {
+					t.Errorf("Response ID = %d, want %d", msg.Header.ID, req.Header.ID)
+				}
+
+				if len(tc.wantAnswers) > 0 {
+					if len(msg.Answers) != len(tc.wantAnswers) {
+						t.Errorf("got %d answers, want %d", len(msg.Answers), len(tc.wantAnswers))
+					} else {
+						for i, want := range tc.wantAnswers {
+							ans := msg.Answers[i]
+
+							gotName := ans.Header.Name.String()
+							if gotName != want.name {
+								t.Errorf("answer[%d] name = %s, want %s", i, gotName, want.name)
+							}
+
+							if ans.Header.Type != want.qType {
+								t.Errorf("answer[%d] type = %v, want %v", i, ans.Header.Type, want.qType)
+							}
+
+							var gotIP netip.Addr
+							switch want.qType {
+							case dnsmessage.TypeA:
+								if ans.Body.(*dnsmessage.AResource) == nil {
+									t.Errorf("answer[%d] not an A record", i)
+									continue
+								}
+								resource := ans.Body.(*dnsmessage.AResource)
+								gotIP = netip.AddrFrom4([4]byte(resource.A))
+							case dnsmessage.TypeAAAA:
+								if ans.Body.(*dnsmessage.AAAAResource) == nil {
+									t.Errorf("answer[%d] not an AAAA record", i)
+									continue
+								}
+								resource := ans.Body.(*dnsmessage.AAAAResource)
+								gotIP = netip.AddrFrom16([16]byte(resource.AAAA))
+							}
+
+							if gotIP != want.addr {
+								t.Errorf("answer[%d] IP = %s, want %s", i, gotIP, want.addr)
+							}
+						}
+					}
+				}
+			}
+		})
+	}
+}
+
+func TestPerPeerState(t *testing.T) {
+	c := &connector{
+		v4Ranges:      []netip.Prefix{netip.MustParsePrefix("100.64.1.0/24")},
+		v6ULA:         netip.MustParsePrefix("fd7a:115c:a1e0:a99c:0001::/80"),
+		dnsAddr:       netip.MustParseAddr("100.64.1.0"),
+		numV4DNSAddrs: (1<<(32-24) - 1),
+	}
+
+	ps := &perPeerState{c: c}
+
+	addrs, err := ps.ipForDomain("example.com")
+	if err != nil {
+		t.Fatalf("ipForDomain() error = %v", err)
+	}
+
+	if len(addrs) != 2 {
+		t.Fatalf("ipForDomain() returned %d addresses, want 2", len(addrs))
+	}
+
+	v4 := addrs[0]
+	v6 := addrs[1]
+
+	if !v4.Is4() {
+		t.Errorf("First address is not IPv4: %s", v4)
+	}
+
+	if !v6.Is6() {
+		t.Errorf("Second address is not IPv6: %s", v6)
+	}
+
+	if !c.v4Ranges[0].Contains(v4) {
+		t.Errorf("IPv4 address %s not in range %s", v4, c.v4Ranges[0])
+	}
+
+	domain, ok := ps.domainForIP(v4)
+	if !ok {
+		t.Errorf("domainForIP(%s) not found", v4)
+	} else if domain != "example.com" {
+		t.Errorf("domainForIP(%s) = %s, want %s", v4, domain, "example.com")
+	}
+
+	domain, ok = ps.domainForIP(v6)
+	if !ok {
+		t.Errorf("domainForIP(%s) not found", v6)
+	} else if domain != "example.com" {
+		t.Errorf("domainForIP(%s) = %s, want %s", v6, domain, "example.com")
+	}
+
+	addrs2, err := ps.ipForDomain("example.com")
+	if err != nil {
+		t.Fatalf("ipForDomain() second call error = %v", err)
+	}
+
+	if !slices.Equal(addrs, addrs2) {
+		t.Errorf("ipForDomain() second call = %v, want %v", addrs2, addrs)
+	}
+}
+
+func TestIgnoreDestination(t *testing.T) {
+	ignoreDstTable := &bart.Table[bool]{}
+	ignoreDstTable.Insert(netip.MustParsePrefix("192.168.1.0/24"), true)
+	ignoreDstTable.Insert(netip.MustParsePrefix("10.0.0.0/8"), true)
+
+	c := &connector{
+		ignoreDsts: ignoreDstTable,
+	}
+
+	tests := []struct {
+		name     string
+		addrs    []netip.Addr
+		expected bool
+	}{
+		{
+			name:     "no_match",
+			addrs:    []netip.Addr{netip.MustParseAddr("8.8.8.8"), netip.MustParseAddr("1.1.1.1")},
+			expected: false,
+		},
+		{
+			name:     "one_match",
+			addrs:    []netip.Addr{netip.MustParseAddr("8.8.8.8"), netip.MustParseAddr("192.168.1.5")},
+			expected: true,
+		},
+		{
+			name:     "all_match",
+			addrs:    []netip.Addr{netip.MustParseAddr("10.0.0.1"), netip.MustParseAddr("192.168.1.5")},
+			expected: true,
+		},
+		{
+			name:     "empty_addrs",
+			addrs:    []netip.Addr{},
+			expected: false,
+		},
+	}
+
+	for _, tc := range tests {
+		t.Run(tc.name, func(t *testing.T) {
+			got := c.ignoreDestination(tc.addrs)
+			if got != tc.expected {
+				t.Errorf("ignoreDestination(%v) = %v, want %v", tc.addrs, got, tc.expected)
+			}
+		})
+	}
+}
+
+func TestConnectorGenerateDNSResponse(t *testing.T) {
+	c := &connector{
+		v4Ranges:      []netip.Prefix{netip.MustParsePrefix("100.64.1.0/24")},
+		v6ULA:         netip.MustParsePrefix("fd7a:115c:a1e0:a99c:0001::/80"),
+		dnsAddr:       netip.MustParseAddr("100.64.1.0"),
+		numV4DNSAddrs: (1<<(32-24) - 1),
+	}
+
+	req := &dnsmessage.Message{
+		Header: dnsmessage.Header{ID: 1234},
+		Questions: []dnsmessage.Question{
+			{
+				Name:  dnsmessage.MustNewName("example.com."),
+				Type:  dnsmessage.TypeA,
+				Class: dnsmessage.ClassINET,
+			},
+		},
+	}
+
+	nodeID := tailcfg.NodeID(12345)
+
+	resp1, err := c.generateDNSResponse(req, nodeID)
+	if err != nil {
+		t.Fatalf("generateDNSResponse() error = %v", err)
+	}
+	if len(resp1) == 0 {
+		t.Fatalf("generateDNSResponse() returned empty response")
+	}
+
+	resp2, err := c.generateDNSResponse(req, nodeID)
+	if err != nil {
+		t.Fatalf("generateDNSResponse() second call error = %v", err)
+	}
+
+	if !cmp.Equal(resp1, resp2) {
+		t.Errorf("generateDNSResponse() responses differ between calls")
+	}
+}
+
+func TestIPPoolExhaustion(t *testing.T) {
+	smallPrefix := netip.MustParsePrefix("100.64.1.0/30") // Only 4 IPs: .0, .1, .2, .3
+	c := &connector{
+		v6ULA:         netip.MustParsePrefix("fd7a:115c:a1e0:a99c:0001::/80"),
+		v4Ranges:      []netip.Prefix{smallPrefix},
+		dnsAddr:       netip.MustParseAddr("100.64.1.0"),
+		numV4DNSAddrs: 3,
+	}
+
+	ps := &perPeerState{c: c}
+
+	assignedIPs := make(map[netip.Addr]string)
+
+	domains := []string{"a.example.com", "b.example.com", "c.example.com", "d.example.com"}
+
+	var errs []error
+
+	for i := 0; i < 5; i++ {
+		for _, domain := range domains {
+			addrs, err := ps.ipForDomain(domain)
+			if err != nil {
+				errs = append(errs, fmt.Errorf("failed to get IP for domain %q: %w", domain, err))
+				continue
+			}
+
+			for _, addr := range addrs {
+				if d, ok := assignedIPs[addr]; ok {
+					if d != domain {
+						t.Errorf("IP %s reused for domain %q, previously assigned to %q", addr, domain, d)
+					}
+				} else {
+					assignedIPs[addr] = domain
+				}
+			}
+		}
+	}
+
+	for addr, domain := range assignedIPs {
+		if addr.Is4() && !smallPrefix.Contains(addr) {
+			t.Errorf("IP %s for domain %q not in expected range %s", addr, domain, smallPrefix)
+		}
+		if addr.Is6() && !c.v6ULA.Contains(addr) {
+			t.Errorf("IP %s for domain %q not in expected range %s", addr, domain, c.v6ULA)
+		}
+		if addr == c.dnsAddr {
+			t.Errorf("IP %s for domain %q is the reserved DNS address", addr, domain)
+		}
+	}
+
+	// expect one error for each iteration with the 4th domain
+	if len(errs) != 5 {
+		t.Errorf("Expected 5 errors, got %d: %v", len(errs), errs)
+	}
+	for _, err := range errs {
+		if !errors.Is(err, ErrNoIPsAvailable) {
+			t.Errorf("generateDNSResponse() error = %v, want ErrNoIPsAvailable", err)
+		}
+	}
+}

cmd/proxy-to-grafana/proxy-to-grafana.go

@@ -19,8 +19,25 @@
 //	header_property = username
 //	auto_sign_up = true
 //	whitelist = 127.0.0.1
-//	headers = Name:X-WEBAUTH-NAME
+//	headers = Email:X-Webauth-User, Name:X-Webauth-Name, Role:X-Webauth-Role
 //	enable_login_token = true
+//
+// You can use grants in Tailscale ACL to give users different roles in Grafana.
+// For example, to give group:eng the Editor role, add the following to your ACLs:
+//
+//	 "grants": [
+//			{
+//				"src": ["group:eng"],
+//				"dst": ["tag:grafana"],
+//				"app": {
+//					"tailscale.com/cap/proxy-to-grafana": [{
+//						"role": "editor",
+//					}],
+//				},
+//			},
+//	 ],
+//
+// If multiple roles are specified, the most permissive role is used.
 package main
 
 import (
@@ -49,6 +66,57 @@ var (
 	loginServer  = flag.String("login-server", "", "URL to alternative control server. If empty, the default Tailscale control is used.")
 )
 
+// aclCap is the Tailscale ACL capability used to configure proxy-to-grafana.
+const aclCap tailcfg.PeerCapability = "tailscale.com/cap/proxy-to-grafana"
+
+// aclGrant is an access control rule that assigns Grafana permissions
+// while provisioning a user.
+type aclGrant struct {
+	// Role is one of: "viewer", "editor", "admin".
+	Role string `json:"role"`
+}
+
+// grafanaRole defines possible Grafana roles.
+type grafanaRole int
+
+const (
+	// Roles are ordered by their permissions, with the least permissive role first.
+	// If a user has multiple roles, the most permissive role is used.
+	ViewerRole grafanaRole = iota
+	EditorRole
+	AdminRole
+)
+
+// String returns the string representation of a grafanaRole.
+// It is used as a header value in the HTTP request to Grafana.
+func (r grafanaRole) String() string {
+	switch r {
+	case ViewerRole:
+		return "Viewer"
+	case EditorRole:
+		return "Editor"
+	case AdminRole:
+		return "Admin"
+	default:
+		// A safe default.
+		return "Viewer"
+	}
+}
+
+// roleFromString converts a string to a grafanaRole.
+// It is used to parse the role from the ACL grant.
+func roleFromString(s string) (grafanaRole, error) {
+	switch strings.ToLower(s) {
+	case "viewer":
+		return ViewerRole, nil
+	case "editor":
+		return EditorRole, nil
+	case "admin":
+		return AdminRole, nil
+	}
+	return ViewerRole, fmt.Errorf("unknown role: %q", s)
+}
+
 func main() {
 	flag.Parse()
 	if *hostname == "" || strings.Contains(*hostname, ".") {
@@ -134,7 +202,15 @@ func modifyRequest(req *http.Request, localClient *local.Client) {
 		return
 	}
 
-	user, err := getTailscaleUser(req.Context(), localClient, req.RemoteAddr)
+	// Delete any existing X-Webauth-* headers to prevent possible spoofing
+	// if getting Tailnet identity fails.
+	for h := range req.Header {
+		if strings.HasPrefix(h, "X-Webauth-") {
+			req.Header.Del(h)
+		}
+	}
+
+	user, role, err := getTailscaleIdentity(req.Context(), localClient, req.RemoteAddr)
 	if err != nil {
 		log.Printf("error getting Tailscale user: %v", err)
 		return
@@ -142,19 +218,33 @@ func modifyRequest(req *http.Request, localClient *local.Client) {
 
 	req.Header.Set("X-Webauth-User", user.LoginName)
 	req.Header.Set("X-Webauth-Name", user.DisplayName)
+	req.Header.Set("X-Webauth-Role", role.String())
 }
 
-func getTailscaleUser(ctx context.Context, localClient *local.Client, ipPort string) (*tailcfg.UserProfile, error) {
+func getTailscaleIdentity(ctx context.Context, localClient *local.Client, ipPort string) (*tailcfg.UserProfile, grafanaRole, error) {
 	whois, err := localClient.WhoIs(ctx, ipPort)
 	if err != nil {
-		return nil, fmt.Errorf("failed to identify remote host: %w", err)
+		return nil, ViewerRole, fmt.Errorf("failed to identify remote host: %w", err)
 	}
 	if whois.Node.IsTagged() {
-		return nil, fmt.Errorf("tagged nodes are not users")
+		return nil, ViewerRole, fmt.Errorf("tagged nodes are not users")
 	}
 	if whois.UserProfile == nil || whois.UserProfile.LoginName == "" {
-		return nil, fmt.Errorf("failed to identify remote user")
+		return nil, ViewerRole, fmt.Errorf("failed to identify remote user")
 	}
 
-	return whois.UserProfile, nil
+	role := ViewerRole
+	grants, err := tailcfg.UnmarshalCapJSON[aclGrant](whois.CapMap, aclCap)
+	if err != nil {
+		return nil, ViewerRole, fmt.Errorf("failed to unmarshal ACL grants: %w", err)
+	}
+	for _, g := range grants {
+		r, err := roleFromString(g.Role)
+		if err != nil {
+			return nil, ViewerRole, fmt.Errorf("failed to parse role: %w", err)
+		}
+		role = max(role, r)
+	}
+
+	return whois.UserProfile, role, nil
 }

cmd/stund/depaware.txt

@@ -49,6 +49,7 @@ tailscale.com/cmd/stund dependencies: (generated by github.com/tailscale/depawar
         google.golang.org/protobuf/types/known/timestamppb           from github.com/prometheus/client_golang/prometheus+
         tailscale.com                                                from tailscale.com/version
         tailscale.com/envknob                                        from tailscale.com/tsweb+
+        tailscale.com/feature                                        from tailscale.com/tsweb
         tailscale.com/kube/kubetypes                                 from tailscale.com/envknob
         tailscale.com/metrics                                        from tailscale.com/net/stunserver+
         tailscale.com/net/netaddr                                    from tailscale.com/net/tsaddr
@@ -57,8 +58,8 @@ tailscale.com/cmd/stund dependencies: (generated by github.com/tailscale/depawar
         tailscale.com/net/tsaddr                                     from tailscale.com/tsweb
         tailscale.com/syncs                                          from tailscale.com/metrics
         tailscale.com/tailcfg                                        from tailscale.com/version
-        tailscale.com/tsweb                                          from tailscale.com/cmd/stund
-        tailscale.com/tsweb/promvarz                                 from tailscale.com/tsweb
+        tailscale.com/tsweb                                          from tailscale.com/cmd/stund+
+        tailscale.com/tsweb/promvarz                                 from tailscale.com/cmd/stund
         tailscale.com/tsweb/varz                                     from tailscale.com/tsweb+
         tailscale.com/types/dnstype                                  from tailscale.com/tailcfg
         tailscale.com/types/ipproto                                  from tailscale.com/tailcfg
@@ -88,13 +89,11 @@ 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 +115,7 @@ 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 +123,59 @@ 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 +195,22 @@ 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 internal/runtime/maps+
         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/godebug                                             from crypto/tls+
+        internal/goarch                                              from crypto/internal/fips140deps/cpu+
+        internal/godebug                                             from crypto/internal/fips140deps/godebug+
         internal/godebugs                                            from internal/godebug+
-        internal/goexperiment                                        from runtime
+        internal/goexperiment                                        from hash/maphash+
         internal/goos                                                from crypto/x509+
         internal/itoa                                                from internal/poll+
-        internal/msan                                                from syscall
+        internal/msan                                                from internal/runtime/maps+
         internal/nettrace                                            from net+
         internal/oserror                                             from io/fs+
         internal/poll                                                from net+
@@ -195,17 +220,20 @@ 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 +244,7 @@ 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 +257,15 @@ 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 +275,7 @@ 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 +283,4 @@ 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/stund/stund.go

@@ -15,6 +15,9 @@ import (
 
 	"tailscale.com/net/stunserver"
 	"tailscale.com/tsweb"
+
+	// Support for prometheus varz in tsweb
+	_ "tailscale.com/tsweb/promvarz"
 )
 
 var (

cmd/tailscale/cli/debug.go

@@ -136,6 +136,17 @@ func debugCmd() *ffcli.Command {
 				Exec:       runLocalCreds,
 				ShortHelp:  "Print how to access Tailscale LocalAPI",
 			},
+			{
+				Name:       "localapi",
+				ShortUsage: "tailscale debug localapi [<method>] <path> [<body| \"-\">]",
+				Exec:       runLocalAPI,
+				ShortHelp:  "Call a LocalAPI method directly",
+				FlagSet: (func() *flag.FlagSet {
+					fs := newFlagSet("localapi")
+					fs.BoolVar(&localAPIFlags.verbose, "v", false, "verbose; dump HTTP headers")
+					return fs
+				})(),
+			},
 			{
 				Name:       "restun",
 				ShortUsage: "tailscale debug restun",
@@ -451,6 +462,81 @@ func runLocalCreds(ctx context.Context, args []string) error {
 	return nil
 }
 
+func looksLikeHTTPMethod(s string) bool {
+	if len(s) > len("OPTIONS") {
+		return false
+	}
+	for _, r := range s {
+		if r < 'A' || r > 'Z' {
+			return false
+		}
+	}
+	return true
+}
+
+var localAPIFlags struct {
+	verbose bool
+}
+
+func runLocalAPI(ctx context.Context, args []string) error {
+	if len(args) == 0 {
+		return errors.New("expected at least one argument")
+	}
+	method := "GET"
+	if looksLikeHTTPMethod(args[0]) {
+		method = args[0]
+		args = args[1:]
+		if len(args) == 0 {
+			return errors.New("expected at least one argument after method")
+		}
+	}
+	path := args[0]
+	if !strings.HasPrefix(path, "/localapi/") {
+		if !strings.Contains(path, "/") {
+			path = "/localapi/v0/" + path
+		} else {
+			path = "/localapi/" + path
+		}
+	}
+
+	var body io.Reader
+	if len(args) > 1 {
+		if args[1] == "-" {
+			fmt.Fprintf(Stderr, "# reading request body from stdin...\n")
+			all, err := io.ReadAll(os.Stdin)
+			if err != nil {
+				return fmt.Errorf("reading Stdin: %q", err)
+			}
+			body = bytes.NewReader(all)
+		} else {
+			body = strings.NewReader(args[1])
+		}
+	}
+	req, err := http.NewRequest(method, "http://local-tailscaled.sock"+path, body)
+	if err != nil {
+		return err
+	}
+	fmt.Fprintf(Stderr, "# doing request %s %s\n", method, path)
+
+	res, err := localClient.DoLocalRequest(req)
+	if err != nil {
+		return err
+	}
+	is2xx := res.StatusCode >= 200 && res.StatusCode <= 299
+	if localAPIFlags.verbose {
+		res.Write(Stdout)
+	} else {
+		if !is2xx {
+			fmt.Fprintf(Stderr, "# Response status %s\n", res.Status)
+		}
+		io.Copy(Stdout, res.Body)
+	}
+	if is2xx {
+		return nil
+	}
+	return errors.New(res.Status)
+}
+
 type localClientRoundTripper struct{}
 
 func (localClientRoundTripper) RoundTrip(req *http.Request) (*http.Response, error) {

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 internal/runtime/maps+
         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 hash/maphash+
         internal/goos                                                from crypto/x509+
         internal/itoa                                                from internal/poll+
-        internal/msan                                                from syscall
+        internal/msan                                                from internal/runtime/maps+
         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

@@ -271,7 +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
@@ -284,7 +286,7 @@ tailscale.com/cmd/tailscaled dependencies: (generated by github.com/tailscale/de
         tailscale.com/ipn/store/mem                                  from tailscale.com/ipn/ipnlocal+
    L    tailscale.com/kube/kubeapi                                   from tailscale.com/ipn/store/kubestore+
    L    tailscale.com/kube/kubeclient                                from tailscale.com/ipn/store/kubestore
-        tailscale.com/kube/kubetypes                                 from tailscale.com/envknob
+        tailscale.com/kube/kubetypes                                 from tailscale.com/envknob+
         tailscale.com/licenses                                       from tailscale.com/client/web
         tailscale.com/log/filelogger                                 from tailscale.com/logpolicy
         tailscale.com/log/sockstatlog                                from tailscale.com/ipn/ipnlocal
@@ -448,14 +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+
@@ -503,7 +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+
@@ -512,34 +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+
@@ -561,23 +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 internal/runtime/maps+
         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 hash/maphash+
         internal/goos                                                from crypto/x509+
         internal/itoa                                                from internal/poll+
-        internal/msan                                                from syscall
+        internal/msan                                                from internal/runtime/maps+
         internal/nettrace                                            from net+
         internal/oserror                                             from io/fs+
         internal/poll                                                from net+
@@ -587,18 +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+
@@ -625,7 +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+
@@ -636,8 +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+
@@ -656,3 +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

cmd/xdpderper/xdpderper.go

@@ -18,6 +18,9 @@ import (
 	"tailscale.com/derp/xdp"
 	"tailscale.com/net/netutil"
 	"tailscale.com/tsweb"
+
+	// Support for prometheus varz in tsweb
+	_ "tailscale.com/tsweb/promvarz"
 )
 
 var (

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.
@@ -241,6 +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)
@@ -384,9 +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 (
@@ -819,7 +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 != "" {

control/controlhttp/client.go

@@ -96,6 +96,9 @@ func (a *Dialer) httpsFallbackDelay() time.Duration {
 var _ = envknob.RegisterBool("TS_USE_CONTROL_DIAL_PLAN") // to record at init time whether it's in use
 
 func (a *Dialer) dial(ctx context.Context) (*ClientConn, error) {
+
+	a.logPort80Failure.Store(true)
+
 	// If we don't have a dial plan, just fall back to dialing the single
 	// host we know about.
 	useDialPlan := envknob.BoolDefaultTrue("TS_USE_CONTROL_DIAL_PLAN")
@@ -278,7 +281,9 @@ func (d *Dialer) forceNoise443() bool {
 		// This heuristic works around networks where port 80 is MITMed and
 		// appears to work for a bit post-Upgrade but then gets closed,
 		// such as seen in https://github.com/tailscale/tailscale/issues/13597.
-		d.logf("controlhttp: forcing port 443 dial due to recent noise dial")
+		if d.logPort80Failure.CompareAndSwap(true, false) {
+			d.logf("controlhttp: forcing port 443 dial due to recent noise dial")
+		}
 		return true
 	}
 

control/controlhttp/constants.go

@@ -6,6 +6,7 @@ package controlhttp
 import (
 	"net/http"
 	"net/url"
+	"sync/atomic"
 	"time"
 
 	"tailscale.com/health"
@@ -90,6 +91,11 @@ type Dialer struct {
 
 	proxyFunc func(*http.Request) (*url.URL, error) // or nil
 
+	// logPort80Failure is whether we should log about port 80 interceptions
+	// and forcing a port 443 dial. We do this only once per "dial" method
+	// which can result in many concurrent racing dialHost calls.
+	logPort80Failure atomic.Bool
+
 	// For tests only
 	drainFinished        chan struct{}
 	omitCertErrorLogging bool

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

@@ -109,6 +109,14 @@ If you enable this policy setting, users will not be allowed to disconnect Tails
 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.
 
@@ -280,6 +288,12 @@ See https://tailscale.com/kb/1315/mdm-keys#set-your-organization-name for more d
                 <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

@@ -156,6 +156,13 @@
         </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" />