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ducoterra 3cdbb405ab add WireGuard wg0 watchdog units for always-on SSH
When SSH to a Pi targets a WireGuard tunnel address, reachability depends on
three things that each fail independently: the unit starting at boot, the NAT
mapping staying open, and the peer hostname still resolving. Rebooting onto a
network with no route to the endpoint previously meant no way back in.

- wg-quick@wg0.service.d/10-boot-resilience.conf: retry a failed boot-time up
  forever (Restart=on-failure, RestartSec=15, StartLimitIntervalSec=0) and cap
  endpoint resolution (WG_ENDPOINT_RESOLUTION_RETRIES=60, TimeoutStartSec=120)
  instead of hanging on the stock infinity.
- wg0-watchdog: POSIX sh healer, oldest symptom first - missing interface or
  peer restarts the unit, a missing PersistentKeepalive is set directly, a
  stale handshake re-points the peer at a freshly resolved endpoint, and a
  very stale one restarts. Restarts are gap-limited so a broken network cannot
  make the unit flap, endpoint resolution falls back to the kernel endpoint
  and then to a last-known-good cache (tunnel DNS may only be reachable
  through the tunnel), and nothing it did not create is ever removed.
  Supports --dry-run.
- wg0-watchdog.service/.timer: oneshot on a 60s timer, first check 30s after
  boot, Persistent=true to catch up after downtime, TimeoutStartSec=120 and
  Nice=10 so a restart cannot wedge the watchdog.
- wg0.conf.template: documents /etc/wireguard/wg0.conf with placeholders only.
  Deliberately omits the DNS key so name resolution does not depend on the
  tunnel (Debian wg-quick has no `DNS = none`), and sets PersistentKeepalive
  25 to hold the NAT mapping for inbound SSH.
- wireguard.md: runbook for the placeholder table, failure modes, deploy, and
  verification.

The real wg0.conf and key material never enter the repo.

LLM-Generated: true
2026-10-16 09:07:56 -04:00

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#!/bin/sh
# wg0-watchdog - keep the WireGuard client tunnel up so SSH to the tunnel
# address works after boot, after roaming to a new network, and after the NAT
# mapping or endpoint IP goes stale.
#
# Decisions, oldest symptom first:
# interface or peer gone -> restart wg-quick@wg0.service
# no PersistentKeepalive in kernel -> set it (covers a config edited without reload)
# handshake older than STALE -> re-point the peer at the endpoint
# (re-resolves the hostname, forces a handshake)
# handshake older than STALE_RESTART-> restart wg-quick@wg0.service
#
# Restarts are gap-limited so a broken network cannot make the unit flap.
# Never removes peers, addresses, or routes it did not create.
set -eu
IFACE="${WG_WD_IFACE:-wg0}"
UNIT="${WG_WD_UNIT:-wg-quick@wg0.service}"
CONF="${WG_WD_CONF:-/etc/wireguard/$IFACE.conf}"
KEEPALIVE="${WG_WD_KEEPALIVE:-25}"
STALE="${WG_WD_STALE:-120}" # seconds: poke the endpoint
STALE_RESTART="${WG_WD_STALE_RESTART:-300}" # seconds: restart the unit
MIN_RESTART_GAP="${WG_WD_MIN_RESTART_GAP:-180}" # seconds between restarts
STATE_DIR="${WG_WD_STATE_DIR:-/var/lib/wg0-watchdog}"
DRY=0
[ "${1:-}" = "--dry-run" ] && DRY=1
now=$(date +%s)
log() { printf 'wg0-watchdog: %s\n' "$*"; }
run() {
if [ "$DRY" -eq 1 ]; then
printf 'wg0-watchdog: DRY-RUN would run:'
printf ' %s' "$@"
printf '\n'
else
"$@"
fi
}
read_state() { cat "$1" 2>/dev/null || echo 0; }
write_state() {
if [ "$DRY" -eq 1 ]; then
return 0
fi
mkdir -p "$STATE_DIR"
printf '%s\n' "$2" > "$1"
}
restart_unit() {
reason=$1
last=$(read_state "$STATE_DIR/last-restart")
case "$last" in ''|*[!0-9]*) last=0 ;; esac
since=$((now - last))
if [ "$since" -lt "$MIN_RESTART_GAP" ]; then
log "restart of $UNIT suppressed ($reason); last restart ${since}s ago"
return 0
fi
log "restarting $UNIT ($reason)"
write_state "$STATE_DIR/last-restart" "$now"
# --no-block: a wg-quick up stuck on endpoint resolution must not wedge the
# watchdog; the next run reports whether the restart worked.
run systemctl restart --no-block "$UNIT"
}
# --- 1. interface / peer present -------------------------------------------
if ! ip link show "$IFACE" >/dev/null 2>&1; then
restart_unit "interface $IFACE is missing"
exit 0
fi
peer=$(wg show "$IFACE" peers 2>/dev/null | head -n 1)
if [ -z "${peer:-}" ]; then
restart_unit "no peer configured on $IFACE"
exit 0
fi
# --- 2. persistent keepalive present ---------------------------------------
live_ka=$(wg show "$IFACE" persistent-keepalive 2>/dev/null | awk -v p="$peer" '$1 == p {print $2}')
[ -n "${live_ka:-}" ] || live_ka=0
if [ "$live_ka" != "$KEEPALIVE" ]; then
log "persistent-keepalive is $live_ka, setting $KEEPALIVE"
run wg set "$IFACE" peer "$peer" persistent-keepalive "$KEEPALIVE"
fi
# --- 3. handshake age -------------------------------------------------------
hs=$(wg show "$IFACE" latest-handshakes 2>/dev/null | awk -v p="$peer" '$1 == p {print $2}')
case "${hs:-}" in ''|*[!0-9]*) hs=0 ;; esac
if [ "$hs" -eq 0 ]; then
age=999999
else
age=$((now - hs))
fi
# endpoint currently in use by the kernel, and the cached last-known-good one
live_ep=$(wg show "$IFACE" endpoints 2>/dev/null | awk -v p="$peer" '$1 == p {print $2}')
cache_file="$STATE_DIR/endpoint"
cached_ep=""
[ -f "$cache_file" ] && cached_ep=$(cat "$cache_file" 2>/dev/null || true)
if [ "$age" -lt "$STALE" ]; then
if [ -n "$live_ep" ]; then
write_state "$cache_file" "$live_ep"
fi
log "healthy: handshake ${age}s ago, endpoint ${live_ep:-unknown}, keepalive ${KEEPALIVE}s"
exit 0
fi
log "stale: last handshake ${age}s ago"
# Prefer the endpoint from the config file, freshly resolved. Fall back to the
# kernel's current endpoint, then to the cache - important because a DNS server
# from the tunnel config may be reachable only through this very tunnel.
target_ep=""
conf_ep=$(awk -F= 'tolower($1) ~ /^[[:space:]]*endpoint[[:space:]]*$/ { gsub(/[[:space:]]/, "", $2); print $2 }' "$CONF" 2>/dev/null | tail -n 1)
if [ -n "${conf_ep:-}" ]; then
host=${conf_ep%:*}
port=${conf_ep##*:}
case "$host" in
*[!0-9.]*)
resolved=$(getent hosts "$host" 2>/dev/null | awk '{print $1; exit}' || true)
;;
*)
resolved=$host
;;
esac
if [ -n "${resolved:-}" ]; then
target_ep="$resolved:$port"
else
log "could not resolve $host (tunnel DNS?), falling back"
fi
fi
[ -n "$target_ep" ] || target_ep=${live_ep:-${cached_ep:-}}
if [ "$age" -ge "$STALE_RESTART" ]; then
restart_unit "handshake ${age}s old"
exit 0
fi
if [ -z "$target_ep" ]; then
log "no endpoint to re-point at; will retry next run"
exit 0
fi
if [ "$target_ep" = "$live_ep" ]; then
log "endpoint already $target_ep; forcing a handshake"
fi
log "re-pointing peer at $target_ep"
run wg set "$IFACE" peer "$peer" endpoint "$target_ep"
exit 0