Files
serverAppConfigs/docs/Infrastructure/Pi-hole.md
T
Frank 8660209c35 caddy + pihole: make both boot-persistent and self-healing
Caddy left compose.yaml for a quadlet unit (caddy.service): joins
dankclaw_default for container-name upstreams, Pull=never for the local-only
image, Porkbun credentials via /home/dank/Containers/caddy/env written by
deploy from .env, bare-IP-catch-all health check. deploy_caddy installs,
enables, and starts the unit after retiring the bare container (state is in
host volumes).

Pi-hole: the repo now owns the sysctl drop-in
(dankclaw/pihole/sysctl/99-dnsmasq.conf, ip_unprivileged_port_start=53);
deploy_pihole installs it to /etc/sysctl.d/, stages conflicting later-sorted
drop-ins in the home trash, and applies 'sysctl --system' (the boot code
path). This fixes the 2026-08-26 crash loop (port-53 bind denied, restart
counter 1645) caused by a second drop-in resetting the value to 80.

Tests: new caddy_quadlet.bats seam; caddyfile/deployment_flow assertions
repointed from the removed compose service to the quadlet; pihole.bats pins
the sysctl drop-in and its deployment; test-changed.sh routes dankclaw/caddy/
and the pihole subtree to their seams. Docs: Caddy, Pi-hole, Dankclaw Stack,
work log.
2026-08-26 19:52:57 -07:00

5.5 KiB

Pi-hole

Pi-hole is the LAN DNS server for the homelab. It runs as a quadlet container on Dankclaw (192.168.0.143). It answers the flat franksdank.cloud / franksdank.casa service names and filters ad traffic on the LAN. It retired the dnsmasq quadlet on 2026-08-24. See LAN-DNS for the name-resolution flow and the router hand-off.

Components

Component Where Role
pihole quadlet dankclaw/pihole/quadlet/pihole.container Boot-persistent container unit
FTL docker.io/pihole/pihole:latest DNS engine (a dnsmasq fork) + ad blocking
addn-hosts dankclaw/pihole/addn-hosts One A record per Caddy vhost
sysctl drop-in dankclaw/pihole/sysctl/99-dnsmasq.conf (repo) → /etc/sysctl.d/ Rootless port-53 threshold, applied at boot
env file /home/dank/Containers/pihole/env (host) ServerIP, TZ, DNS1, DNS2, WEBPASSWORD
Web UI pihole.franksdank.cloud (Caddy → 8083) Dashboard + admin, family login

Quadlet

  • Install path on Dankclaw: ~/.config/containers/systemd/pihole.container (unit pihole.service)
  • Network: slirp4netns (the same pattern as open-webui and gitea)
  • Published ports: 53/udp + 53/tcp (DNS), 8083/tcp (web UI)
  • Mounts:
    • /home/dank/Containers/pihole/etc-pihole → /etc/pihole (config + state, preserved across restarts)
    • /home/dank/Containers/pihole/etc-dockers → /etc/dockers (blocklists)
    • /home/dank/Containers/pihole/addn-hosts → /etc/pihole/hosts/addn-hosts (read-only; the record file from this repo)
  • Restart: Restart=always, RestartSec=5
  • Deploy: ./scripts/deploy-pihole-quadlet.sh dankclaw (idempotent; preserves the data dirs)

Records

FTL does not read /etc/dnsmasq.d/ — its generated dnsmasq.conf has no conf-dir. The only file-based local-record mechanism is hostsdir=/etc/pihole/hosts: FTL parses every file in that directory as an /etc/hosts file. The quadlet therefore mounts the repo record file there, read-only:

/home/dank/Containers/pihole/addn-hosts -> /etc/pihole/hosts/addn-hosts

The file format is hosts-style (<IP> <name> [<name> ...]), one A record per Caddy vhost, all pointing at 192.168.0.143. The file stays in sync with the Caddyfile (tests/pihole.bats cross-checks the two). Add a name there and in Porkbun, then deploy. See LAN-DNS for the two-place rule.

Pitfall (2026-08-24): the first quadlet mounted the file into /etc/dnsmasq.d/. FTL never read it; names only resolved from the query cache. A fresh name returned NXDOMAIN. Mount into /etc/pihole/hosts/, not /etc/dnsmasq.d/.

Upstream

The slirp netns has no useful resolv.conf. The env file pins the upstreams: DNS1=1.1.1.1, DNS2=1.0.0.1 (mirrors the retired dnsmasq.conf server= lines). Every query that is not a local record goes to those resolvers. The zone apex and unknown subdomains fall through to Porkbun.

Web UI and API

  • URL: https://pihole.franksdank.cloud/ (Caddy vhost, family basicauth → 8083)
  • Password: WEBPASSWORD in the env file (the shared family password, the same credential as CADDY_BASICAUTH_HASH)
  • API: https://pihole.franksdank.cloud/api/... — authenticate with the session cookie, then query the blocklist, the local DNS records, and the query log
  • Port on the LAN: http://192.168.0.143:8083/ (direct, no Caddy)

Host prerequisites

  1. net.ipv4.ip_unprivileged_port_start=53, persisted in /etc/sysctl.d/99-dnsmasq.conf — rootless Podman may then publish port 53. The repo file dankclaw/pihole/sysctl/99-dnsmasq.conf is the single source of truth: deploy_pihole installs it, stages any later-sorted drop-in that resets the value in the home trash, and applies it with sysctl --system (the same code path boot uses via systemd-sysctl). Incident (2026-08-26): a second drop-in (99-rootless-ports.conf, sorted after) reset the value to 80. The runtime override from an earlier manual sysctl -w died with a reboot, and pihole.service crash-looped on bind: permission denied for port 53 (restart counter 1645) until the conflict was removed.
  2. DNSStubListener=no in /etc/systemd/resolved.conf — the resolved stub would otherwise hold port 53 inside the container netns.

Both prerequisites survive the dnsmasq → Pi-hole swap. Do not remove them.

Failure modes

Symptom First check
dig @192.168.0.143 fails entirely Quadlet down: systemctl --user status pihole
A name does not resolve for a new client The client's resolv.conf does not show 192.168.0.143 — the G36 hand-off is missing. See LAN-DNS
The web UI asks for a password loop WEBPASSWORD in the env file is the placeholder changeme — fill the real value, restart the unit
Upstream queries fail (local names still answer) DNS1/DNS2 in the env file are missing or wrong
Port 53 bind: permission denied crash loop after a reboot sysctl conflict: exactly one file under /etc/sysctl.d/ may set ip_unprivileged_port_start, and it must say 53. Redeploy pihole — deploy_pihole reinstalls the drop-in and neutralizes conflicts
Single-label name (for example dankclaw) answers 127.0.1.1 The rootless container /etc/hosts carries the host entry (127.0.1.1 <host>), and FTL serves it. Use the FQDN, or add an /etc/hosts entry on the client

See Also

  • LAN-DNS — name resolution flow, router hand-off, split DNS
  • Caddy — the pihole.franksdank.cloud vhost
  • Dankclaw Stack — the host that carries Pi-hole