2026-06-03 22:25:38 -04:00
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{
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"//": "Layer-4 mail edge for tailwart. Pipes raw TCP mail ports to the",
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"//2": "Stalwart sidecar over the tailnet, preserving client IP via PROXY",
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"//3": "protocol v2. One server per port (upstream port differs per listener).",
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"//4": "Stalwart terminates TLS itself — this is pure pass-through.",
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"apps": {
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"layer4": {
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"servers": {
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"smtp": {
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"listen": [":25"],
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"routes": [{ "handle": [{
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"handler": "proxy",
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"proxy_protocol": "v2",
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"upstreams": [{ "dial": ["stalwart.tail7b1641.ts.net:25"] }]
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}]}]
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},
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"submissions": {
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"listen": [":465"],
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"routes": [{ "handle": [{
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"handler": "proxy",
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"proxy_protocol": "v2",
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"upstreams": [{ "dial": ["stalwart.tail7b1641.ts.net:465"] }]
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}]}]
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},
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"submission": {
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"listen": [":587"],
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"routes": [{ "handle": [{
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"handler": "proxy",
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"proxy_protocol": "v2",
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"upstreams": [{ "dial": ["stalwart.tail7b1641.ts.net:587"] }]
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}]}]
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},
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"imap": {
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"listen": [":143"],
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"routes": [{ "handle": [{
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"handler": "proxy",
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"proxy_protocol": "v2",
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"upstreams": [{ "dial": ["stalwart.tail7b1641.ts.net:143"] }]
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}]}]
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},
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"imaptls": {
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"listen": [":993"],
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"routes": [{ "handle": [{
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"handler": "proxy",
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"proxy_protocol": "v2",
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"upstreams": [{ "dial": ["stalwart.tail7b1641.ts.net:993"] }]
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}]}]
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Harden mail edge: PG-race healthcheck gate, :443 SNI fan-out, docs
Fixes the root cause that was silently dropping Stalwart's cert/setting
writes, completes the public HTTPS endpoints, and captures the debugging
knowledge.
- docker-compose.yml: gate the ts-stalwart healthcheck on Postgres
reachability (nc -z the-record-prod:5432) in addition to tailscaled
health. Stalwart's depends_on: service_healthy can no longer release it
into the window where the tailnet route to Postgres isn't up yet — which
was failing table init and losing in-flight cert writes (-> rcgen).
- caddy/caddy.json + README: add the :443 SNI fan-out. mta-sts /
autoconfig / autodiscover pass through to stalwart:443 (Stalwart
terminates TLS with its wildcard cert; no proxy_protocol on :443).
All other SNIs go to the box's web Caddy on :8443 (https_port 8443).
L7 reverse_proxy is impossible here: CAA pins issuance to Stalwart's
ACME account, so Caddy can't obtain its own cert for these names.
- acl-snippet.hujson: grant tcp:443 on reverse-proxy -> stalwart for the
SNI pass-through.
- config/config.json: track the v0.16 bootstrap (commit-safe; the DB
secret is an EnvironmentVariable reference, not inline).
- LESSONS.md: symptom -> cause -> fix notes (PG race, DNS-01/Spaceship
dead key, auto-ban vs PROXY protocol, wildcard-requires-DNS-01, SNI
pass-through, ephemeral sidecar IP, LE rate-limit checks).
- .gitignore: exclude _backup/ and _validate/ (DB dumps + an inline-secret
config) and editor swap files. NEVER commit those.
Co-Authored-By: Claude Opus 4.8 <noreply@anthropic.com>
2026-06-11 00:03:52 -04:00
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},
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"web": {
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"//": "SNI fan-out on the public :443. Stalwart's HTTPS web endpoints",
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"//2": "(MTA-STS policy, autoconfig, autodiscover) pass through to Stalwart,",
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"//3": "which terminates TLS with its wildcard cert — NO proxy_protocol here,",
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"//4": "unlike the mail ports above. Every other SNI falls to the box's own",
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"//5": "web Caddy on :8443 (set `https_port 8443` there). A mail-only standalone",
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"//6": "edge omits this server. See README — 'The HTTP side'.",
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"listen": [":443"],
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"routes": [
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{
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"match": [{ "tls": { "sni": ["mta-sts.infinidim.net", "autoconfig.infinidim.net", "autodiscover.infinidim.net"] } }],
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"handle": [{
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"handler": "proxy",
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"upstreams": [{ "dial": ["stalwart.tail7b1641.ts.net:443"] }]
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}]
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},
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{
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"handle": [{
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"handler": "proxy",
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"upstreams": [{ "dial": ["127.0.0.1:8443"] }]
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}]
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}
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]
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2026-06-03 22:25:38 -04:00
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}
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}
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}
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}
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}
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