diff --git a/TODO.AI.md b/TODO.AI.md
index 99c0fe2..a8b09f8 100644
--- a/TODO.AI.md
+++ b/TODO.AI.md
@@ -21,6 +21,14 @@ Update Runbook in AI.md — `functions/entrypoint.sh` is normally regenerated, n
   (the default). This was the root cause of the container dying immediately after printing only
   the startup banner. Fixed by appending `|| true` to all 26 occurrences.
 
+## App-breaking bug fixed — __random_password() SIGPIPE (functions/entrypoint.sh)
+
+Needs syncing back to the upstream template in `casjay-dotfiles/scripts` per the Docker Template
+Update Runbook in AI.md — `functions/entrypoint.sh` is normally regenerated, not hand-edited.
+
+- `__random_password()` (~line 333): `tr | head -c` pipeline died under `set -eo pipefail` on
+  SIGPIPE. Fixed by wrapping in `{ ... } || true`.
+
 ## Other observations not yet actioned
 
 - `.gitea/workflows/docker.yaml` uses the same stale/unpinned action pattern (`@v2`-`@v4`, DockerHub-only, `catthehacker/ubuntu:act-latest`) that was removed from the `opengist` repo's duplicate workflow — no `build.yml` counterpart exists here yet.
diff --git a/rootfs/usr/local/etc/docker/functions/entrypoint.sh b/rootfs/usr/local/etc/docker/functions/entrypoint.sh
index b5b8627..738315a 100644
--- a/rootfs/usr/local/etc/docker/functions/entrypoint.sh
+++ b/rootfs/usr/local/etc/docker/functions/entrypoint.sh
@@ -330,7 +330,7 @@ __find_mongodb_conf() {
   find -L '/etc/mongodb' '/etc' -maxdepth 4 -type f \( -name 'mongod.conf' -o -name 'mongodb.conf' \) 2>/dev/null | head -n1
 }
 # - - - - - - - - - - - - - - - - - - - - - - - - -
-__random_password() { tr -dc '0-9a-zA-Z' < /dev/urandom | head -c${1:-16} && echo ""; }
+__random_password() { { tr -dc '0-9a-zA-Z' < /dev/urandom | head -c"${1:-16}"; } || true; echo ""; }
 # - - - - - - - - - - - - - - - - - - - - - - - - -
 __init_working_dir() {
   # get service name