diff --git a/.github/workflows/ci.yml b/.github/workflows/ci.yml
index cd81c55..86eb263 100644
--- a/.github/workflows/ci.yml
+++ b/.github/workflows/ci.yml
@@ -27,7 +27,7 @@ jobs:
 
       - uses: actions/setup-go@b7ad1dad31e06c5925ef5d2fc7ad053ef454303e # v7
         with:
-          go-version: '1.26'
+          go-version-file: go.mod
 
       - name: Download dependencies
         run: go mod download
@@ -76,7 +76,7 @@ jobs:
 
       - uses: actions/setup-go@b7ad1dad31e06c5925ef5d2fc7ad053ef454303e # v7
         with:
-          go-version: '1.26'
+          go-version-file: go.mod
 
       - name: Build
         run: go build -v ./...
@@ -104,7 +104,7 @@ jobs:
 
       - uses: actions/setup-go@b7ad1dad31e06c5925ef5d2fc7ad053ef454303e # v7
         with:
-          go-version: '1.26'
+          go-version-file: go.mod
 
       - name: Build binary
         run: go build -o ts-bridge ./cmd/ts-bridge/
@@ -131,7 +131,7 @@ jobs:
 
       - uses: actions/setup-go@b7ad1dad31e06c5925ef5d2fc7ad053ef454303e # v7
         with:
-          go-version: '1.26'
+          go-version-file: go.mod
 
       - name: Build for ${{ matrix.goos }}/${{ matrix.goarch }}
         env:
@@ -154,7 +154,7 @@ jobs:
 
       - uses: actions/setup-go@b7ad1dad31e06c5925ef5d2fc7ad053ef454303e # v7
         with:
-          go-version: '1.26'
+          go-version-file: go.mod
 
       - name: golangci-lint
         uses: golangci/golangci-lint-action@ba0d7d2ec06a0ea1cb5fa41b2e4a3ab91d21278a # v9
@@ -162,7 +162,7 @@ jobs:
           # Pinned so local `golangci-lint run` and CI report identical findings.
           # Bump deliberately when the project upgrades; do not silently track latest.
           # v2.x is required by golangci-lint-action@v9 and uses the v2 config schema.
-          version: v2.12.2
+          version: v2.14.0
 
   security:
     runs-on: ubuntu-latest
@@ -173,11 +173,10 @@ jobs:
 
       - uses: actions/setup-go@b7ad1dad31e06c5925ef5d2fc7ad053ef454303e # v7
         with:
-          go-version: '1.26'
+          go-version-file: go.mod
 
       - name: Run gosec
         run: |
           go install github.com/securego/gosec/v2/cmd/gosec@latest
           gosec ./...
 
-
diff --git a/.github/workflows/mutation.yml b/.github/workflows/mutation.yml
index 7b96735..ba3cdd0 100644
--- a/.github/workflows/mutation.yml
+++ b/.github/workflows/mutation.yml
@@ -29,7 +29,7 @@ jobs:
 
       - uses: actions/setup-go@b7ad1dad31e06c5925ef5d2fc7ad053ef454303e # v7
         with:
-          go-version: '1.26'
+          go-version-file: go.mod
 
       - name: Add GOPATH bin to PATH
         run: echo "$(go env GOPATH)/bin" >> "$GITHUB_PATH"
diff --git a/.github/workflows/release.yml b/.github/workflows/release.yml
index c8dcb09..75477d7 100644
--- a/.github/workflows/release.yml
+++ b/.github/workflows/release.yml
@@ -40,7 +40,7 @@ jobs:
 
       - uses: actions/setup-go@b7ad1dad31e06c5925ef5d2fc7ad053ef454303e # v7
         with:
-          go-version: '1.26'
+          go-version-file: go.mod
 
       - name: Run tests
         run: go test -v ./...
diff --git a/.github/workflows/repo-hygiene.yml b/.github/workflows/repo-hygiene.yml
index ba0b6fe..695d211 100644
--- a/.github/workflows/repo-hygiene.yml
+++ b/.github/workflows/repo-hygiene.yml
@@ -41,9 +41,11 @@ jobs:
         run: bash scripts/tests/test-check-review-published.sh
       - name: Site changes keep their pull-request build gate
         run: bash scripts/tests/test-site-pr-workflow.sh
+      - name: Go workflows follow the module toolchain
+        run: bash scripts/tests/test-go-toolchain.sh
       - uses: actions/setup-go@b7ad1dad31e06c5925ef5d2fc7ad053ef454303e # v7
         with:
-          go-version: '1.26'
+          go-version-file: go.mod
       - name: Install actionlint
         run: go install github.com/rhysd/actionlint/cmd/actionlint@v1.7.12
       # ubuntu-latest ships shellcheck preinstalled; actionlint shells out to it to lint
diff --git a/AGENTS.md b/AGENTS.md
index 677d8f5..a0635fa 100644
--- a/AGENTS.md
+++ b/AGENTS.md
@@ -4,7 +4,7 @@ Portable TCP bridge over Tailscale/Headscale mesh networks using tsnet.
 
 ## Tech Stack
 
-- **Language:** Go 1.26+
+- **Language:** Go 1.27.1+
 - **Key dependency:** `tailscale.com/tsnet` (userspace networking) — version pinned in `go.mod`
 - **Architecture:** Single binary, multi-package — `cmd/ts-bridge/main.go` (~40 lines, thin entry point) delegates to the `cmd/cli` Cobra tree (ADR-010) over eight `internal/` packages (ADR-007).
 - **Config:** Flags, environment variables, and YAML config files, in that precedence order, plus named profiles (ADR-011/012). `.env.example` documents the env-var surface; `init` writes either format.
@@ -44,7 +44,7 @@ go build -o ts-bridge ./cmd/ts-bridge/
 go test -race -v ./...
 
 # Lint (CI pins this version via golangci-lint-action@v9 — match it to avoid drift)
-go install github.com/golangci/golangci-lint/v2/cmd/golangci-lint@v2.12.2
+go install github.com/golangci/golangci-lint/v2/cmd/golangci-lint@v2.14.0
 golangci-lint run
 
 # Security scan
diff --git a/docs/lessons/_index.md b/docs/lessons/_index.md
index b1f6ee7..54ee84a 100644
--- a/docs/lessons/_index.md
+++ b/docs/lessons/_index.md
@@ -47,3 +47,4 @@ tags: [ts-bridge, lessons, index]
 | 034 | 2026-10-02 | A writer must not accept what its own reader rejects, the differential round-trip test that catches it, and why "refuses" must also write nothing | [lesson-034-2026-10-02.md](lesson-034-2026-10-02.md) | `config`, `cli`, `validation`, `testing`, `sdd` |
 | 035 | 2026-10-03 | A prefix is a namespace not a type, validate the resolved config, listener collisions on normalized endpoints, tests own their goroutines, never assert on a bindable port range, and trusted gate code from the base branch | [lesson-035-2026-10-03.md](lesson-035-2026-10-03.md) | `credentials`, `config`, `testing`, `ci`, `security`, `windows` |
 | 036 | 2026-10-06 | A guard over a text format must parse the unit it protects, a command matcher enumerates invocations, and mutate before the reviewer does | [lesson-036-2026-10-06.md](lesson-036-2026-10-06.md) | `testing`, `ci`, `sdd` |
+| 037 | 2026-10-09 | Do not "fix" a module checksum mismatch by changing `go.sum` | [lesson-037-2026-10-09.md](lesson-037-2026-10-09.md) | `go`, `dependencies`, `supply-chain` |
diff --git a/docs/lessons/lesson-037-2026-10-09.md b/docs/lessons/lesson-037-2026-10-09.md
new file mode 100644
index 0000000..f53401f
--- /dev/null
+++ b/docs/lessons/lesson-037-2026-10-09.md
@@ -0,0 +1,21 @@
+---
+id: "lesson-037-2026-10-09"
+type: lesson
+status: active
+title: "2026-10-09"
+created: "2026-10-09"
+owner: manu
+tags: [ts-bridge, lesson, go, dependencies, supply-chain]
+---
+
+# 2026-10-09
+
+**Do not "fix" a module checksum mismatch by changing `go.sum`.** During the
+Tailscale v1.104.0 upgrade (#435), `go mod tidy` with the workstation's default
+direct-first `GOPROXY` fetched `golang.zx2c4.com/wireguard/windows@v1.0.1`
+with bytes that did not match the committed checksum. The public Go checksum
+database confirmed the committed value; a fresh download through
+`https://proxy.golang.org` matched it, and `go mod verify` succeeded. The
+direct-origin discrepancy was not explained, so do not treat it as proof of a
+compromise or silently accept its bytes. Keep `GOSUMDB` enabled and verify an
+immutable proxy download against the public checksum before proceeding.
diff --git a/go.mod b/go.mod
index 0964729..9b55b19 100644
--- a/go.mod
+++ b/go.mod
@@ -1,25 +1,25 @@
 module ts-bridge
 
-go 1.26.6
+go 1.27.1
 
 require (
 	github.com/spf13/cobra v1.10.2
 	golang.org/x/term v0.46.0
 	gopkg.in/yaml.v3 v3.0.1
-	tailscale.com v1.102.5
+	tailscale.com v1.104.0
 	tailscale.com/client/tailscale/v2 v2.11.0
 )
 
 require (
 	filippo.io/edwards25519 v1.2.0 // indirect
 	github.com/akutz/memconn v0.1.0 // indirect
-	github.com/alexbrainman/sspi v0.0.0-20231016080023-1a75b4708caa // indirect
-	github.com/coder/websocket v1.8.14 // indirect
-	github.com/creachadair/msync v0.8.1 // indirect
-	github.com/dblohm7/wingoes v0.0.0-20240119213807-a09d6be7affa // indirect
-	github.com/fxamacker/cbor/v2 v2.9.0 // indirect
-	github.com/gaissmai/bart v0.26.1 // indirect
-	github.com/go-json-experiment/json v0.0.0-20260214004413-d219187c3433 // indirect
+	github.com/alexbrainman/sspi v0.0.0-20250919150558-7d374ff0d59e // indirect
+	github.com/coder/websocket v1.8.15 // indirect
+	github.com/creachadair/msync v0.10.1 // indirect
+	github.com/dblohm7/wingoes v0.0.0-20260526185140-fb298caac7ca // indirect
+	github.com/fxamacker/cbor/v2 v2.9.3 // indirect
+	github.com/gaissmai/bart v0.29.0 // indirect
+	github.com/go-json-experiment/json v0.0.0-20260820222146-c27c302e5fc3 // indirect
 	github.com/godbus/dbus/v5 v5.2.2 // indirect
 	github.com/golang/groupcache v0.0.0-20241129210726-2c02b8208cf8 // indirect
 	github.com/google/btree v1.1.3 // indirect
@@ -27,32 +27,32 @@ require (
 	github.com/hdevalence/ed25519consensus v0.2.0 // indirect
 	github.com/huin/goupnp v1.3.0 // indirect
 	github.com/inconshreveable/mousetrap v1.1.0 // indirect
-	github.com/jsimonetti/rtnetlink v1.4.1 // indirect
-	github.com/klauspost/compress v1.19.1 // indirect
-	github.com/mdlayher/netlink v1.7.3-0.20250113171957-fbb4dce95f42 // indirect
-	github.com/mdlayher/socket v0.5.0 // indirect
+	github.com/jsimonetti/rtnetlink v1.4.2 // indirect
+	github.com/klauspost/compress v1.20.0 // indirect
+	github.com/mdlayher/netlink v1.11.2 // indirect
+	github.com/mdlayher/socket v0.7.0 // indirect
 	github.com/mitchellh/go-ps v1.0.0 // indirect
-	github.com/pires/go-proxyproto v0.8.1 // indirect
-	github.com/safchain/ethtool v0.3.0 // indirect
+	github.com/pires/go-proxyproto v0.15.0 // indirect
+	github.com/safchain/ethtool v0.7.0 // indirect
 	github.com/spf13/pflag v1.0.10 // indirect
 	github.com/tailscale/certstore v0.1.1-0.20260409135935-3638fb84b77d // indirect
 	github.com/tailscale/go-winio v0.0.0-20231025203758-c4f33415bf55 // indirect
-	github.com/tailscale/hujson v0.0.0-20260302212456-ecc657c15afd // indirect
+	github.com/tailscale/hujson v0.0.0-20260727124030-b80ff77dac4f // indirect
 	github.com/tailscale/peercred v0.0.0-20250107143737-35a0c7bd7edc // indirect
-	github.com/tailscale/web-client-prebuilt v0.0.0-20250124233751-d4cd19a26976 // indirect
-	github.com/tailscale/wireguard-go v0.0.0-20260715223240-2e01ba5b00f0 // indirect
+	github.com/tailscale/web-client-prebuilt v0.0.0-20260917222731-e0ed2d0d0fea // indirect
+	github.com/tailscale/wireguard-go v0.0.0-20260928213032-417aef361226 // indirect
 	github.com/x448/float16 v0.8.4 // indirect
 	go4.org/mem v0.0.0-20240501181205-ae6ca9944745 // indirect
-	go4.org/netipx v0.0.0-20231129151722-fdeea329fbba // indirect
-	golang.org/x/crypto v0.54.0 // indirect
-	golang.org/x/exp v0.0.0-20260410095643-746e56fc9e2f // indirect
-	golang.org/x/net v0.56.0 // indirect
-	golang.org/x/oauth2 v0.36.0 // indirect
-	golang.org/x/sync v0.22.0 // indirect
+	go4.org/netipx v0.0.0-20260823151212-3075585bcbeb // indirect
+	golang.org/x/crypto v0.57.0 // indirect
+	golang.org/x/exp v0.0.0-20260908205506-85c1c2202aba // indirect
+	golang.org/x/net v0.59.0 // indirect
+	golang.org/x/oauth2 v0.37.0 // indirect
+	golang.org/x/sync v0.23.0 // indirect
 	golang.org/x/sys v0.48.0 // indirect
-	golang.org/x/text v0.40.0 // indirect
-	golang.org/x/time v0.15.0 // indirect
+	golang.org/x/text v0.42.0 // indirect
+	golang.org/x/time v0.16.0 // indirect
 	golang.zx2c4.com/wintun v0.0.0-20230126152724-0fa3db229ce2 // indirect
-	golang.zx2c4.com/wireguard/windows v0.5.3 // indirect
-	gvisor.dev/gvisor v0.0.0-20260224225140-573d5e7127a8 // indirect
+	golang.zx2c4.com/wireguard/windows v1.0.1 // indirect
+	gvisor.dev/gvisor v0.0.0-20260915211658-a6f909f08a72 // indirect
 )
diff --git a/go.sum b/go.sum
index 0f3330e..fd49768 100644
--- a/go.sum
+++ b/go.sum
@@ -4,85 +4,87 @@ filippo.io/edwards25519 v1.2.0 h1:crnVqOiS4jqYleHd9vaKZ+HKtHfllngJIiOpNpoJsjo=
 filippo.io/edwards25519 v1.2.0/go.mod h1:xzAOLCNug/yB62zG1bQ8uziwrIqIuxhctzJT18Q77mc=
 filippo.io/mkcert v1.4.4 h1:8eVbbwfVlaqUM7OwuftKc2nuYOoTDQWqsoXmzoXZdbc=
 filippo.io/mkcert v1.4.4/go.mod h1:VyvOchVuAye3BoUsPUOOofKygVwLV2KQMVFJNRq+1dA=
-github.com/BurntSushi/toml v1.5.0 h1:W5quZX/G/csjUnuI8SUYlsHs9M38FC7znL0lIO+DvMg=
-github.com/BurntSushi/toml v1.5.0/go.mod h1:ukJfTF/6rtPPRCnwkur4qwRxa8vTRFBF0uk2lLoLwho=
+github.com/BurntSushi/toml v1.6.0 h1:dRaEfpa2VI55EwlIW72hMRHdWouJeRF7TPYhI+AUQjk=
+github.com/BurntSushi/toml v1.6.0/go.mod h1:ukJfTF/6rtPPRCnwkur4qwRxa8vTRFBF0uk2lLoLwho=
 github.com/akutz/memconn v0.1.0 h1:NawI0TORU4hcOMsMr11g7vwlCdkYeLKXBcxWu2W/P8A=
 github.com/akutz/memconn v0.1.0/go.mod h1:Jo8rI7m0NieZyLI5e2CDlRdRqRRB4S7Xp77ukDjH+Fw=
-github.com/alexbrainman/sspi v0.0.0-20231016080023-1a75b4708caa h1:LHTHcTQiSGT7VVbI0o4wBRNQIgn917usHWOd6VAffYI=
-github.com/alexbrainman/sspi v0.0.0-20231016080023-1a75b4708caa/go.mod h1:cEWa1LVoE5KvSD9ONXsZrj0z6KqySlCCNKHlLzbqAt4=
+github.com/alexbrainman/sspi v0.0.0-20250919150558-7d374ff0d59e h1:4dAU9FXIyQktpoUAgOJK3OTFc/xug0PCXYCqU0FgDKI=
+github.com/alexbrainman/sspi v0.0.0-20250919150558-7d374ff0d59e/go.mod h1:cEWa1LVoE5KvSD9ONXsZrj0z6KqySlCCNKHlLzbqAt4=
 github.com/anmitsu/go-shlex v0.0.0-20200514113438-38f4b401e2be h1:9AeTilPcZAjCFIImctFaOjnTIavg87rW78vTPkQqLI8=
 github.com/anmitsu/go-shlex v0.0.0-20200514113438-38f4b401e2be/go.mod h1:ySMOLuWl6zY27l47sB3qLNK6tF2fkHG55UZxx8oIVo4=
-github.com/aws/aws-sdk-go-v2 v1.42.1 h1:9eOTgu1z/dVtYpNZ3/8/XbbaX0x/BqE3HUzAzs6K0ek=
-github.com/aws/aws-sdk-go-v2 v1.42.1/go.mod h1:5pKeft2eJj+gElQ38Jqg4ibCqh+/AK33/0X3hip7IjM=
-github.com/aws/aws-sdk-go-v2/config v1.32.17 h1:FpL4/758/diKwqbytU0prpuiu60fgXKUWCpDJtApclU=
-github.com/aws/aws-sdk-go-v2/config v1.32.17/go.mod h1:OXqUMzgXytfoF9JaKkhrOYsyh72t9G+MJH8mMRaexOE=
-github.com/aws/aws-sdk-go-v2/credentials v1.19.16 h1:r3RJBuU7X9ibt8RHbMjWE6y60QbKBiII6wSrXnapxSU=
-github.com/aws/aws-sdk-go-v2/credentials v1.19.16/go.mod h1:6cx7zqDENJDbBIIWX6P8s0h6hqHC8Avbjh9Dseo27ug=
-github.com/aws/aws-sdk-go-v2/feature/ec2/imds v1.18.23 h1:UuSfcORqNSz/ey3VPRS8TcVH2Ikf0/sC+Hdj400QI6U=
-github.com/aws/aws-sdk-go-v2/feature/ec2/imds v1.18.23/go.mod h1:+G/OSGiOFnSOkYloKj/9M35s74LgVAdJBSD5lsFfqKg=
-github.com/aws/aws-sdk-go-v2/internal/configsources v1.4.30 h1:xM/Is9cKMHa8Jj8zkvWhvrFkZsXJV9E+BB4g0HW0duQ=
-github.com/aws/aws-sdk-go-v2/internal/configsources v1.4.30/go.mod h1:WueJeNDZvK1fMYEWJIkcivBfEzUkTpBhzlrUKKY8EuA=
-github.com/aws/aws-sdk-go-v2/internal/endpoints/v2 v2.7.30 h1:jn46zC9LdsVR/ZpMIJqMqb8hHv31BlLx3ulVqNspUOk=
-github.com/aws/aws-sdk-go-v2/internal/endpoints/v2 v2.7.30/go.mod h1:1hTMsAgbdS/AtUi4bw8+gUuh1pceo+eXRLfpSuSQj3M=
-github.com/aws/aws-sdk-go-v2/internal/v4a v1.4.24 h1:OQqn11BtaYv1WLUowvcA30MpzIu8Ti4pcLPIIyoKZrA=
-github.com/aws/aws-sdk-go-v2/internal/v4a v1.4.24/go.mod h1:X5ZJyfwVrWA96GzPmUCWFQaEARPR7gCrpq2E92PJwAE=
-github.com/aws/aws-sdk-go-v2/service/internal/accept-encoding v1.13.13 h1:mbRIur/BiHK6SKPjoBIXSE/hJ6g6JGRLuxQy1jGjlN4=
-github.com/aws/aws-sdk-go-v2/service/internal/accept-encoding v1.13.13/go.mod h1:ITg9em2KbJx1s0y4aqRX5OYWG6HBZ5TVR//OdpEZ2CQ=
-github.com/aws/aws-sdk-go-v2/service/internal/presigned-url v1.13.30 h1:/Z5jmNrKsSD7EmDjzAPsm/3L9IuOkzaynklJZ1qX7S4=
-github.com/aws/aws-sdk-go-v2/service/internal/presigned-url v1.13.30/go.mod h1:lEzEZnOosE7zi8Z6royW1cFJTD9fpab4Ul1SBrllewk=
-github.com/aws/aws-sdk-go-v2/service/signin v1.0.11 h1:TdJ+HdzOBhU8+iVAOGUTU63VXopcumCOF1paFulHWZc=
-github.com/aws/aws-sdk-go-v2/service/signin v1.0.11/go.mod h1:R82ZRExE/nheo0N+T8zHPcLRTcH8MGsnR3BiVGX0TwI=
-github.com/aws/aws-sdk-go-v2/service/ssm v1.45.0 h1:IOdss+igJDFdic9w3WKwxGCmHqUxydvIhJOm9LJ32Dk=
-github.com/aws/aws-sdk-go-v2/service/ssm v1.45.0/go.mod h1:Q7XIWsMo0JcMpI/6TGD6XXcXcV1DbTj6e9BKNntIMIM=
-github.com/aws/aws-sdk-go-v2/service/sso v1.30.17 h1:7byT8HUWrgoRp6sXjxtZwgOKfhss5fW6SkLBtqzgRoE=
-github.com/aws/aws-sdk-go-v2/service/sso v1.30.17/go.mod h1:xNWknVi4Ezm1vg1QsB/5EWpAJURq22uqd38U8qKvOJc=
-github.com/aws/aws-sdk-go-v2/service/ssooidc v1.35.21 h1:+1Kl1zx6bWi4X7cKi3VYh29h8BvsCoHQEQ6ST9X8w7w=
-github.com/aws/aws-sdk-go-v2/service/ssooidc v1.35.21/go.mod h1:4vIRDq+CJB2xFAXZ+YgGUTiEft7oAQlhIs71xcSeuVg=
-github.com/aws/aws-sdk-go-v2/service/sts v1.42.1 h1:F/M5Y9I3nwr2IEpshZgh1GeHpOItExNM9L1euNuh/fk=
-github.com/aws/aws-sdk-go-v2/service/sts v1.42.1/go.mod h1:mTNxImtovCOEEuD65mKW7DCsL+2gjEH+RPEAexAzAio=
-github.com/aws/smithy-go v1.27.3 h1:F3Zb497UhhskkfpJmfkXswyo+t0sh9OTBnIHjogWbVY=
-github.com/aws/smithy-go v1.27.3/go.mod h1:YE2RhdIuDbA5E5bTdciG9KrW3+TiEONeUWCqxX9i1Fc=
-github.com/axiomhq/hyperloglog v0.0.0-20240319100328-84253e514e02 h1:bXAPYSbdYbS5VTy92NIUbeDI1qyggi+JYh5op9IFlcQ=
-github.com/axiomhq/hyperloglog v0.0.0-20240319100328-84253e514e02/go.mod h1:k08r+Yj1PRAmuayFiRK6MYuR5Ve4IuZtTfxErMIh0+c=
-github.com/cilium/ebpf v0.16.0 h1:+BiEnHL6Z7lXnlGUsXQPPAE7+kenAd4ES8MQ5min0Ok=
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@@ -200,59 +200,60 @@ github.com/vishvananda/netns v0.0.5/go.mod h1:SpkAiCQRtJ6TvvxPnOSyH3BMl6unz3xZla
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diff --git a/scripts/tests/test-go-toolchain.sh b/scripts/tests/test-go-toolchain.sh
new file mode 100644
index 0000000..b2cf994
--- /dev/null
+++ b/scripts/tests/test-go-toolchain.sh
@@ -0,0 +1,210 @@
+#!/usr/bin/env bash
+set -euo pipefail
+
+ROOT="$(cd "$(dirname "$0")/../.." && pwd)"
+
+check_file() {
+  awk '
+    function finish_job() {
+      if (job_go && !job_setup) bad = 1
+      job_go = 0; job_setup = 0
+    }
+    /^jobs:[[:space:]]*$/ { in_jobs = 1; next }
+    in_jobs && /^[^[:space:]]/ { finish_job(); in_jobs = 0; in_job = 0 }
+    in_jobs && /^  [[:alnum:]_-]+:[[:space:]]*$/ {
+      finish_job(); in_job = 1; next
+    }
+    /^[[:space:]]*#/ { next }
+    in_job && /(^|[[:space:]])go[[:space:]]+(build|clean|env|fmt|generate|install|list|mod|run|test|tool|version|vet|work)([[:space:]]|$)/ {
+      if (!job_setup) bad = 1
+      job_go = 1
+    }
+    /^[[:space:]]*-[[:space:]]*uses:[[:space:]]+actions\/setup-go@/ {
+      if (active && !valid) bad = 1
+      if (in_job) job_setup = 1
+      active = 1; valid = 0; with_indent = -1
+      next
+    }
+    active && /^[[:space:]]*-[[:space:]]/ {
+      if (!valid) bad = 1
+      active = 0
+    }
+    active && /^[[:space:]]*with:[[:space:]]*$/ {
+      with_indent = index($0, "with:") - 1
+    }
+    active && with_indent >= 0 &&
+      /^[[:space:]]*go-version-file:[[:space:]]*go\.mod([[:space:]]*(#.*)?)?$/ {
+      if (index($0, "go-version-file:") - 1 == with_indent + 2) valid = 1
+    }
+    active && with_indent >= 0 && /^[[:space:]]*go-version:[[:space:]]*/ {
+      if (index($0, "go-version:") - 1 == with_indent + 2) bad = 1
+    }
+    END {
+      if (active && !valid) bad = 1
+      finish_job()
+      exit bad
+    }
+  ' "$1"
+}
+
+check_linter() {
+  local module_go lint_version built_go
+  module_go="$(awk '$1 == "go" { sub(/\r$/, "", $2); print $2 }' "$1")"
+  lint_version="$(awk '$1 == "version:" { sub(/\r$/, "", $2); if ($2 ~ /^v[0-9]+\.[0-9]+\.[0-9]+$/) print $2 }' "$2")"
+  # v2.14.0 was built with Go 1.27.0; verify build metadata before approving another pin.
+  case "$lint_version" in
+    v2.14.0) built_go=1.27 ;;
+    *) return 1 ;;
+  esac
+  grep -Fq "Go $module_go+" "$3" &&
+    grep -Fq "golangci-lint@$lint_version" "$3" &&
+    awk -v required="$module_go" -v built="$built_go" '
+      BEGIN {
+        n = split(required, r, "\\.")
+        split(built, b, "\\.")
+        exit !(n == 3 && r[1] == b[1] && r[2] <= b[2] &&
+               r[1] ~ /^[0-9]+$/ && r[2] ~ /^[0-9]+$/ && r[3] ~ /^[0-9]+$/)
+      }
+    '
+}
+
+tmp="$(mktemp)"
+tmp_mod="$(mktemp)"
+tmp_ci="$(mktemp)"
+tmp_docs="$(mktemp)"
+trap 'rm -f "$tmp" "$tmp_mod" "$tmp_ci" "$tmp_docs"' EXIT
+cat > "$tmp" <<'YAML'
+jobs:
+  build:
+    steps:
+      - uses: actions/setup-go@0123456789abcdef0123456789abcdef01234567
+        with:
+          go-version: '1.26'
+YAML
+if check_file "$tmp"; then
+  echo "test-go-toolchain: accepted a pinned Go 1.26 toolchain" >&2
+  exit 1
+fi
+cat > "$tmp" <<'YAML'
+jobs:
+  build:
+    steps:
+      - uses: actions/setup-go@0123456789abcdef0123456789abcdef01234567
+        with:
+          go-version-file: go.mod
+YAML
+if ! check_file "$tmp"; then
+  echo "test-go-toolchain: rejected a module-derived toolchain" >&2
+  exit 1
+fi
+cat > "$tmp" <<'YAML'
+jobs:
+  build:
+    steps:
+      - uses: actions/setup-go@0123456789abcdef0123456789abcdef01234567
+        with:
+          cache: true
+      - uses: example/action@0123456789abcdef0123456789abcdef01234567
+        with:
+          go-version-file: go.mod
+YAML
+if check_file "$tmp"; then
+  echo "test-go-toolchain: accepted a version in an unrelated step" >&2
+  exit 1
+fi
+cat > "$tmp" <<'YAML'
+jobs:
+  build:
+    steps:
+      - run: go test ./...
+YAML
+if check_file "$tmp"; then
+  echo "test-go-toolchain: accepted a Go job without setup-go" >&2
+  exit 1
+fi
+cat > "$tmp" <<'YAML'
+jobs:
+  configured:
+    steps:
+      - uses: actions/setup-go@0123456789abcdef0123456789abcdef01234567
+        with:
+          go-version-file: go.mod
+      - run: go build ./...
+  missing:
+    steps:
+      - run: go test ./...
+YAML
+if check_file "$tmp"; then
+  echo "test-go-toolchain: accepted a Go job without setup-go in a mixed workflow" >&2
+  exit 1
+fi
+cat > "$tmp" <<'YAML'
+jobs:
+  build:
+    steps:
+      - run: go test ./...
+      - uses: actions/setup-go@0123456789abcdef0123456789abcdef01234567
+        with:
+          go-version-file: go.mod
+YAML
+if check_file "$tmp"; then
+  echo "test-go-toolchain: accepted a Go command before setup-go" >&2
+  exit 1
+fi
+cat > "$tmp" <<'YAML'
+jobs:
+  build:
+    steps:
+      - uses: actions/setup-go@0123456789abcdef0123456789abcdef01234567
+        with:
+          go-version-file: go.mod
+          go-version: '1.26'
+YAML
+if check_file "$tmp"; then
+  echo "test-go-toolchain: accepted a conflicting pinned Go version" >&2
+  exit 1
+fi
+
+printf 'go 1.27.1\n' > "$tmp_mod"
+printf '          version: v2.14.0\n' > "$tmp_ci"
+printf 'Go 1.27.1+\ngolangci-lint@v2.14.0\n' > "$tmp_docs"
+if ! check_linter "$tmp_mod" "$tmp_ci" "$tmp_docs"; then
+  echo "test-go-toolchain: rejected the compatible linter pin" >&2
+  exit 1
+fi
+printf 'go 1.28.0\n' > "$tmp_mod"
+printf 'Go 1.28.0+\ngolangci-lint@v2.14.0\n' > "$tmp_docs"
+if check_linter "$tmp_mod" "$tmp_ci" "$tmp_docs"; then
+  echo "test-go-toolchain: accepted a module newer than the linter compiler" >&2
+  exit 1
+fi
+printf 'go 1.27.1\n' > "$tmp_mod"
+printf 'Go 1.27.1+\ngolangci-lint@v2.12.2\n' > "$tmp_docs"
+if check_linter "$tmp_mod" "$tmp_ci" "$tmp_docs"; then
+  echo "test-go-toolchain: accepted a different documented linter pin" >&2
+  exit 1
+fi
+printf '          version: v2.12.2\n' > "$tmp_ci"
+printf 'Go 1.27.1+\ngolangci-lint@v2.12.2\n' > "$tmp_docs"
+if check_linter "$tmp_mod" "$tmp_ci" "$tmp_docs"; then
+  echo "test-go-toolchain: accepted a linter built with an older Go" >&2
+  exit 1
+fi
+
+count=0
+for workflow in "$ROOT"/.github/workflows/*; do
+  case "$workflow" in *.yml|*.yaml) ;; *) continue ;; esac
+  if grep -Eq '^[[:space:]]*-[[:space:]]*uses:[[:space:]]+actions/setup-go@' "$workflow"; then
+    count=$((count + 1))
+  fi
+  if ! check_file "$workflow"; then
+    echo "test-go-toolchain: Go jobs require setup-go with go-version-file: go.mod in $workflow" >&2
+    exit 1
+  fi
+done
+[ "$count" -gt 0 ] || { echo "test-go-toolchain: no Go workflows found" >&2; exit 1; }
+if ! check_linter "$ROOT/go.mod" "$ROOT/.github/workflows/ci.yml" "$ROOT/AGENTS.md"; then
+  echo "test-go-toolchain: module Go minimum, CI linter and operator instructions disagree" >&2
+  exit 1
+fi
+echo "test-go-toolchain: OK ($count Go workflows)"
diff --git a/specs/DEPS-312-go-127-tailscale/features.json b/specs/DEPS-312-go-127-tailscale/features.json
new file mode 100644
index 0000000..6977b4d
--- /dev/null
+++ b/specs/DEPS-312-go-127-tailscale/features.json
@@ -0,0 +1,30 @@
+[
+  {
+    "id": "DEPS-312-go-127-tailscale-f1",
+    "behavior": "Go 1.27.1 and Tailscale v1.104.0 have a tidy module graph",
+    "verification": "go mod tidy && git diff --exit-code -- go.mod go.sum",
+    "state": "pending",
+    "evidence": ""
+  },
+  {
+    "id": "DEPS-312-go-127-tailscale-f2",
+    "behavior": "Every Go workflow derives its toolchain from go.mod",
+    "verification": "bash scripts/tests/test-go-toolchain.sh",
+    "state": "pending",
+    "evidence": ""
+  },
+  {
+    "id": "DEPS-312-go-127-tailscale-f3",
+    "behavior": "The upgraded compiler and pinned linter build and check the project",
+    "verification": "go build ./... && go vet ./... && go test ./... && go run github.com/golangci/golangci-lint/v2/cmd/golangci-lint@v2.14.0 run",
+    "state": "pending",
+    "evidence": ""
+  },
+  {
+    "id": "DEPS-312-go-127-tailscale-f4",
+    "behavior": "Operator instructions reflect the new minimum Go and lint versions",
+    "verification": "grep -q 'Go 1.27.1+' AGENTS.md && grep -q 'golangci-lint@v2.14.0' AGENTS.md",
+    "state": "pending",
+    "evidence": ""
+  }
+]
diff --git a/specs/DEPS-312-go-127-tailscale/proposal.md b/specs/DEPS-312-go-127-tailscale/proposal.md
new file mode 100644
index 0000000..2afba4a
--- /dev/null
+++ b/specs/DEPS-312-go-127-tailscale/proposal.md
@@ -0,0 +1,43 @@
+---
+id: "DEPS-312-go-127-tailscale"
+type: spec
+status: implementing
+created: "2026-10-09"
+issue: "mlorentedev/ts-bridge#435"   # repo#NNN — GitHub issue / Project item that tracks this spec
+tags: [spec, proposal]
+template_version: "1.0"
+---
+
+# DEPS-312: Go 1.27 and Tailscale 1.104
+
+## Why
+
+<!-- from issue #435: DEPS-312: Upgrade Go toolchain for Tailscale 1.104 -->
+
+Tailscale v1.104.0 requires Go 1.27.1, but every Go workflow in this repository uses Go 1.26 and its pinned linter was built with Go 1.26. Dependabot PR #431 therefore fails before its tests can run. Upgrade the toolchain and dependency together so CI can actually validate the new version while retaining the fail-closed toolchain policy.
+
+## What
+
+The project builds and tests against Tailscale v1.104.0 with Go 1.27.1 or newer; all CI, release, mutation and hygiene jobs use the Go version required by the module, and lint runs under a compatible pinned version. CI rejects a future toolchain mismatch rather than silently downloading another compiler.
+
+## Out of scope
+
+- No application behavior, protocol, or CLI changes.
+- No merge of the separate release PR #409 or Dependabot PR #431.
+
+## Risks / open questions
+
+- A newer linter may expose additional findings; fix only findings caused by this upgrade and track unrelated defects separately.
+- A Go test timed out once under the baseline full-suite load on Windows but passed three isolated reruns before any changes. Record any recurrent failure rather than attributing it to the new dependency.
+
+## Acceptance criteria
+
+- [x] `go.mod` requires Go 1.27.1 and Tailscale v1.104.0, and `go mod tidy` produces no diff.
+- [x] Every GitHub workflow that installs Go derives its version from `go.mod`; a fixture test rejects a pinned 1.26 workflow and accepts the configured workflows.
+- [ ] CI lint uses a pinned version compatible with Go 1.27.1; build, vet, tests and lint pass on the upgraded dependency, with Windows and release jobs covered by CI.
+- [x] Operator documentation gives the correct Go minimum and local lint version.
+
+## References
+
+- Bitácora board: the GitHub issue / Project item tracking this spec (see the `issue:` frontmatter field)
+- Related PR: #431 (blocked by its Go floor; non-editable Dependabot branch).
diff --git a/specs/DEPS-312-go-127-tailscale/tasks.md b/specs/DEPS-312-go-127-tailscale/tasks.md
new file mode 100644
index 0000000..faac3f6
--- /dev/null
+++ b/specs/DEPS-312-go-127-tailscale/tasks.md
@@ -0,0 +1,57 @@
+---
+tags: [spec, tasks, templates]
+created: "2026-10-09"
+---
+
+# Tasks - DEPS-312-go-127-tailscale
+
+> TDD order. One task = one focused commit. Tick as you go. Reorder freely while spec is in `draft` state; freeze once you start `implementing`.
+>
+> **Inline markers** (optional, additive — borrowed from `github/spec-kit`, adapt-not-adopt per #141):
+> - `[P]` — this task has **no dependency on another unchecked task**, so it is safe to run in parallel (fan out to a `Workflow`, or just batch). TDD chains (test → implement → refactor of the *same* behavior) are sequential and must NOT carry `[P]`; independent behaviors can.
+> - `[AC<n>]` — this task helps satisfy **acceptance criterion #`<n>`** from `proposal.md`. Lets `/spec check` map coverage deterministically; omit it and the check falls back to semantic judgment.
+
+## Setup
+
+- [x] Branch `chore/go-127-tailscale` created from `origin/master` in an external worktree.
+- [x] `proposal.md` defines observable acceptance criteria.
+- [x] Upgrade scope and compatibility risks are resolved.
+
+## Implementation
+
+- [x] [AC2] Write `scripts/tests/test-go-toolchain.sh` to require every `actions/setup-go` step to use `go-version-file: go.mod`; observe red on the 1.26 pins and on a conflicting pin fixture.
+- [x] [AC2] Switch `.github/workflows/{ci,release,mutation,repo-hygiene}.yml` to module-derived toolchains; observe green on the real workflows and rejection of stale fixtures.
+- [x] [AC1] Incorporate the dependency upgrade from PR #431 (`go.mod` and `go.sum`), using Go 1.27.1; run `go mod tidy` and compare the module files with PR #431.
+- [x] [AC3] Pin a Go-1.27-compatible linter in `.github/workflows/ci.yml`; run `go build ./...`, `go vet ./...`, `go test ./...`, and the pinned linter.
+- [x] [AC4] Update `AGENTS.md` toolchain/linter instructions and verify the declared versions match.
+- [x] [AC1] [AC2] [AC3] [AC4] Run CI guards and `git diff --check`; record results in `verification.md`.
+
+## Closing
+
+- [x] Every acceptance criterion from `proposal.md` is covered by evidence or awaiting CI.
+- [x] Every criterion has a non-vacuous `features.json` verification.
+- [x] Type checks pass.
+- [x] Lint passes.
+- [x] No unrelated changes in the diff.
+- [x] `verification.md` filled in.
+- [ ] PR opened referencing this spec folder
+
+## Machine-readable features
+
+This spec emits a sibling `features.json` (alongside this file) following [[pattern-feature-list-as-primitive]]. The JSON is the harness-facing contract: each acceptance criterion maps to ≥1 feature with `id`, `behavior`, `verification` (executable command), `state` (lifecycle), and `evidence` (harness-captured output).
+
+**Pass-state gating:** the agent CANNOT write `"state": "passing"` — only the harness, after running `verification` and capturing exit code 0, may set that terminal state. Reviewers must reject PRs where features.json contains `passing` entries with empty `evidence`.
+
+Minimal `features.json` skeleton (drop into `<repo>/specs/DEPS-312-go-127-tailscale/features.json`):
+
+```json
+[
+  {
+    "id": "DEPS-312-go-127-tailscale-f1",
+    "behavior": "<one-line copy of an acceptance criterion>",
+    "verification": "<single shell command; exit 0 means pass>",
+    "state": "pending",
+    "evidence": ""
+  }
+]
+```
diff --git a/specs/DEPS-312-go-127-tailscale/verification.md b/specs/DEPS-312-go-127-tailscale/verification.md
new file mode 100644
index 0000000..9f66af6
--- /dev/null
+++ b/specs/DEPS-312-go-127-tailscale/verification.md
@@ -0,0 +1,43 @@
+---
+tags: [spec, verification, templates]
+created: "2026-10-09"
+---
+
+# Verification - DEPS-312-go-127-tailscale
+
+## Evidence
+
+- [x] Criterion 1 -> `go version` returned `go1.27.1 windows/amd64`; `go mod tidy` followed by `go mod verify` succeeded, and `git diff --exit-code FETCH_HEAD -- go.mod go.sum` confirmed the graph matches Dependabot #431. Module files had line-ending normalization only.
+- [x] Criterion 2 -> `bash scripts/tests/test-go-toolchain.sh` first failed on the original 1.26 CI pins, then passed on all four workflows; conflicting-version, missing-setup and linter-mismatch fixtures are rejected. `actionlint` succeeded on all four edited workflows.
+- [ ] Criterion 3 -> Windows `go build ./...`, `go vet ./...`, `go test -count=1 ./...` and pinned `golangci-lint v2.14.0 run` succeeded; all six cross-builds succeeded. On PR #436 head `b8ff388`, Linux race, Windows, smoke, lint and all cross-build CI checks passed; recheck the head after the review fixes.
+- [x] Criterion 4 -> `AGENTS.md` declares Go 1.27.1+ and installs golangci-lint v2.14.0; `go.mod` and `.github/workflows/ci.yml` match.
+
+## Test status
+
+- `go test -count=1 ./...` -> PASS, all Go packages on Windows after the upgrade. The original `go test ./...` baseline had one load-dependent SSH readiness timeout; its isolated test passed 3/3 before any changes.
+- `go vet ./...`, `go build ./...`, `golangci-lint v2.14.0 run` -> PASS (`0 issues`). The pinned binary's published SHA256 matched its release checksums; it was built with Go 1.27.0.
+- `actionlint -shellcheck=shellcheck` on four workflows, `shellcheck scripts/tests/test-go-toolchain.sh`, `bash scripts/tests/test-go-toolchain.sh`, `bash scripts/check-lessons.sh` -> PASS.
+- The toolchain guard now checks each Go-running job for `setup-go` and rejects module Go versions newer than the approved linter's Go compiler or pins that drift from `AGENTS.md`.
+- Cross-compile `./cmd/ts-bridge/` for linux/windows/darwin on amd64/arm64 -> PASS (6/6).
+- Manual CLI smoke: `go run ./cmd/ts-bridge version` -> `ts-bridge dev (commit unknown)`.
+- `go test -race ./...` not run locally: this Windows workstation does not have the required C toolchain; Linux CI exercises the race build.
+
+## Decisions made during implementation
+
+- `tailscale.com@v1.104.0` itself declares `go 1.27.1`; lowering our `go` directive is not valid. `actions/setup-go` now reads the module file rather than maintaining eight separate numeric pins. Lint stays pinned to v2.14.0, whose release binary is Go-1.27-built.
+- The workstation's direct-first module proxy returned a zip checksum different from `go.sum` and the public sumdb for `wireguard/windows@v1.0.1`. A fresh fetch from the official Go proxy matched the sumdb; further commands used that proxy without disabling checksum checks. Lesson 037 records the operational rule.
+
+## Promotion candidates
+
+Answer each line `yes: <path>`, naming the file you promoted, or `no: <reason>`. `dotf spec archive` refuses a line left unanswered, a `no` without a reason, and a `yes` whose file does not exist; a `00_meta/` path is looked up in the vault.
+
+- [x] Lesson for the repo's `docs/lessons/`? yes: docs/lessons/lesson-037-2026-10-09.md
+- [x] ADR-worthy decision for the repo's `docs/adr/adr-XXX.md`? no: dependency-driven compiler floor, not an architectural change
+- [x] New pattern candidate for `00_meta/patterns/`? no: single-project module-download incident
+
+## Archive checklist
+
+- [ ] `proposal.md` frontmatter set to `status: archived`
+- [ ] Folder moved: `specs/DEPS-312-go-127-tailscale/` -> `specs/archive/DEPS-312-go-127-tailscale/`
+- [ ] Bitácora board ticket for this spec moved to Done / closed with PR link (ADR-018)
+- [ ] Promotions above executed (if any)