rig/commands/bootstrap.sh
claude-hdb 77974d99d6 fix(bootstrap): sshd hardening never applied on cloud images
rig wrote its hardening drop-in as 99-rig.conf. Cloud images ship
50-cloud-init.conf carrying `PasswordAuthentication yes`, and sshd_config is
FIRST-wins ("for each keyword, the first obtained value will be used" —
sshd_config(5)) with Include expanding its glob in lexical order. So 50-
was read before 99- and every keyword rig set was silently discarded.

Every Hetzner box rig has bootstrapped was still serving
`passwordauthentication yes` — confirmed today on coolify-box (CX23) and
ci-runner (CX43) by `sshd -T`, and from off-tailnet by
`ssh -o PreferredAuthentications=none`. Root logins were never exposed
(PermitRootLogin resolved to prohibit-password via Debian's stock config),
but any password-bearing non-root account was reachable on a public port 22.

Three fixes:

1. Name the drop-in 00-rig.conf so it is read first and actually wins; sweep
   a stale 99-rig.conf on re-run so existing boxes converge.
2. Assert the EFFECTIVE config with `sshd -T` and refuse to claim a hardened
   box otherwise. Asserting that the file existed is what let this ship green
   — the Incus rehearsal has no cloud-init drop-in to lose to, so the bug was
   invisible to the one gate that could have caught it.
3. Set the system hostname, not just the tailnet one. A box reached as
   `coolify-box` greeted the operator as `root@internal-tooling`; the shell
   prompt is the only "am I on the right box" signal before a destructive
   command, and it was lying on every box rig built.

Also defer the pre-auth key prompt to the join path. rig is convergent by
contract, but re-running it to pick up this fix demanded a Tailscale key it
would never spend — friction on precisely the repair path that matters.

Co-Authored-By: Claude Opus 4.8 <noreply@anthropic.com>
2026-07-12 15:26:34 +00:00

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#!/usr/bin/env bash
# rig bootstrap — OS plumbing for a pristine Debian box.
# Convergent: safe to re-run; a second run changes nothing.
set -euo pipefail
log() { printf 'rig-bootstrap: %s\n' "$*"; }
warn() { printf 'rig-bootstrap: WARNING: %s\n' "$*" >&2; }
die() { printf 'rig-bootstrap: ERROR: %s\n' "$1" >&2; exit "${2:-1}"; }
usage() {
cat <<'EOF'
usage: rig bootstrap <control-plane|workload|runner> [--hostname <name>] [--ts-tag <tag>]
--hostname system + tailnet hostname (default: the role name)
--ts-tag tailnet tag to advertise (default: tag:server;
role runner defaults to tag:ci and refuses tag:server —
a CI box executes repo-controlled code, and your server
tag's grants must never extend to it)
Provide the single-use tailscale pre-auth key via the TS_AUTHKEY env var, or
enter it at the interactive prompt. It is used once and never written to disk.
EOF
}
# --- args (validated before the root check, so errors are testable) ---------
ROLE="${1:-}"
case "$ROLE" in
control-plane|workload|runner) shift ;;
-h|--help) usage; exit 0 ;;
"") usage >&2; die "role required (control-plane|workload|runner)" 2 ;;
*) die "unknown role: $ROLE (want control-plane|workload|runner)" 2 ;;
esac
TS_HOSTNAME="$ROLE"
if [ "$ROLE" = "runner" ]; then
TS_TAG="tag:ci"
else
TS_TAG="tag:server"
fi
while [ $# -gt 0 ]; do
case "$1" in
--hostname)
[ $# -ge 2 ] || die "--hostname needs a value" 2
TS_HOSTNAME="$2"; shift 2 ;;
--ts-tag)
[ $# -ge 2 ] || die "--ts-tag needs a value" 2
TS_TAG="$2"; shift 2 ;;
*) die "unknown flag: $1" 2 ;;
esac
done
# A runner executes repo-controlled code; advertising the server tag would
# extend every grant your servers hold to that code. Refused, not warned.
if [ "$ROLE" = "runner" ] && [ "$TS_TAG" = "tag:server" ]; then
die "role runner must not advertise tag:server" 2
fi
# --- guards ------------------------------------------------------------------
[ "$(id -u)" -eq 0 ] || die "must run as root"
if [ -r /etc/os-release ]; then
# shellcheck source=/dev/null
. /etc/os-release
case "${ID:-} ${ID_LIKE:-}" in
*debian*) ;;
*) warn "not a Debian-family system (ID=${ID:-unknown}); proceeding anyway" ;;
esac
else
warn "cannot read /etc/os-release; proceeding anyway"
fi
# The pre-auth key is acquired LATER, in the tailscale block — and only if the
# box has not already joined. rig is convergent by contract, so re-running it to
# pick up a fix (e.g. the 2026-07-12 sshd first-wins fix) must not demand a
# credential it will never spend: prompting up front made the repair path cost a
# throwaway Tailscale key, which is exactly the friction that stops people from
# re-running it.
# --- packages ----------------------------------------------------------------
export DEBIAN_FRONTEND=noninteractive
log "installing base packages"
apt-get update -qq
# openssh-server: a rig box is managed over SSH (Coolify SSHes in as root),
# and the hardening drop-in below targets /etc/ssh/sshd_config.d/ — which
# only exists once the package is installed. Cloud images ship it; pristine
# container/VM images (the Incus rehearsal) do not.
apt-get install -y -qq curl ca-certificates unattended-upgrades openssh-server
# enable periodic unattended upgrades (canonical file; idempotent overwrite)
cat > /etc/apt/apt.conf.d/20auto-upgrades <<'EOF'
APT::Periodic::Update-Package-Lists "1";
APT::Periodic::Unattended-Upgrade "1";
EOF
# --- sshd hardening (restart only when the drop-in actually changed) ---------
# The name must sort BEFORE cloud-init's drop-in. sshd_config is FIRST-wins
# ("for each keyword, the first obtained value will be used" — sshd_config(5)),
# and Include expands the glob in lexical order. Cloud images ship
# /etc/ssh/sshd_config.d/50-cloud-init.conf carrying `PasswordAuthentication
# yes`, so the old 99-rig.conf was read second and silently lost every keyword
# it set. 00- wins. (Found 2026-07-12: every Hetzner box rig had bootstrapped
# was still serving `passwordauthentication yes`. The Incus rehearsal never
# caught it — a pristine Debian container has no cloud-init drop-in.)
DROPIN=/etc/ssh/sshd_config.d/00-rig.conf
LEGACY_DROPIN=/etc/ssh/sshd_config.d/99-rig.conf
TMP="$(mktemp)"
cat > "$TMP" <<'EOF'
PermitRootLogin prohibit-password
PasswordAuthentication no
EOF
if ! cmp -s "$TMP" "$DROPIN" 2>/dev/null || [ -e "$LEGACY_DROPIN" ]; then
install -m 0644 "$TMP" "$DROPIN"
rm -f "$LEGACY_DROPIN" # sweep the losing file from already-bootstrapped boxes
systemctl restart ssh
log "sshd hardening drop-in installed"
else
log "sshd hardening drop-in already in place"
fi
rm -f "$TMP"
# Assert the EFFECTIVE config, not the file's existence — asserting the file is
# what let the first-wins bug ship green. `sshd -T` is what the daemon actually
# resolved, cloud-init and all.
eff="$(sshd -T 2>/dev/null)" || die "sshd -T failed; refusing to claim a hardened box"
echo "$eff" | grep -qx 'passwordauthentication no' \
|| die "sshd still resolves passwordauthentication=yes — a drop-in is beating ${DROPIN}; check ls /etc/ssh/sshd_config.d/"
echo "$eff" | grep -qxE 'permitrootlogin (prohibit-password|without-password)' \
|| die "sshd still permits root password login — check ls /etc/ssh/sshd_config.d/"
log "sshd hardening verified (sshd -T: passwordauthentication no)"
# --- system hostname ----------------------------------------------------------
# Set the SYSTEM hostname too, not just the tailnet one. Until 2026-07-12 rig
# passed --hostname only to `tailscale up`, so a box reached as `coolify-box`
# still greeted the operator with Hetzner's default (`root@internal-tooling`).
# The shell prompt is the operator's only "am I on the right box" signal before
# they run something destructive, and it was lying on every box rig built.
if [ "$(hostname)" != "$TS_HOSTNAME" ]; then
log "setting system hostname to ${TS_HOSTNAME}"
hostnamectl set-hostname "$TS_HOSTNAME"
# keep 127.0.1.1 in step, or sudo/sshd warn about an unresolvable host
if grep -qE '^127\.0\.1\.1[[:space:]]' /etc/hosts; then
sed -i -E "s/^127\.0\.1\.1[[:space:]].*/127.0.1.1\t${TS_HOSTNAME}/" /etc/hosts
else
printf '127.0.1.1\t%s\n' "$TS_HOSTNAME" >> /etc/hosts
fi
else
log "system hostname already ${TS_HOSTNAME}"
fi
# --- tailscale ----------------------------------------------------------------
if ! command -v tailscale >/dev/null 2>&1; then
log "installing tailscale"
curl -fsSL https://tailscale.com/install.sh | sh
fi
if tailscale status >/dev/null 2>&1; then
log "tailnet already joined; skipping tailscale up (no pre-auth key needed)"
else
# env override, else prompt; never touches disk
if [ -z "${TS_AUTHKEY:-}" ]; then
read -rsp "tailscale pre-auth key (single-use, tagged, <=1h expiry): " TS_AUTHKEY
echo
fi
[ -n "${TS_AUTHKEY:-}" ] || die "empty pre-auth key"
log "joining tailnet as ${TS_HOSTNAME} (${TS_TAG})"
tailscale up --authkey="$TS_AUTHKEY" --hostname="$TS_HOSTNAME" --advertise-tags="$TS_TAG"
fi
log "done — role ${ROLE}, hostname ${TS_HOSTNAME}"
if [ "$ROLE" = "control-plane" ]; then
log "next: rig coolify install --version <pin>"
elif [ "$ROLE" = "runner" ]; then
log "next: rig runner install --repo <owner/repo> --version <pin>"
fi