fix(docker): merge-time fixes for #490

- test: every ENV PATH= line in server.Dockerfile must start $PATH:, and
  the ~/.local/bin append is pinned alongside /opt/codeman-cli/bin
- invariants + CLAUDE.md: the append-only PATH rule names ~/.local/bin too
- docker-compose.md: Settings-installed CLIs live in ~/.local on the
  app-data mount; reinstall once after upgrading; hand-run npm installs
  need --prefix ~/.local
- installEnv() JSDoc describes the in-container npm prefix redirect

Co-Authored-By: Claude Opus 5.5 (1M context) <noreply@anthropic.com>

CLAUDE.md

@@ -232,7 +232,7 @@ Codeman is a Claude Code session manager with web interface and autonomous Ralph
 
 **Docker cases**: a case can point at a **container** running any CLI mode inside it, a **LOCATION OVERLAY on cases, never a `SessionMode`**. One long-lived container **per case**, shared by its sessions: killing a session kills only its in-container tmux, **never** `docker stop` while siblings remain. The workspace is bind-mounted at the **same absolute path**. Credentials are **seeded**, never shared RW. **NEVER a create-time `-e` for secrets, NEVER `--privileged`, NEVER the docker socket.** A drifted config (label hash) REFUSES the launch. ⚠️ An **adopted** container (`DockerCase.owned === false`) is only `exec`ed into: never create, start, stop, restart, remove, `docker commit` or `docker pause` it; fail closed. Test `owned === false`, never truthiness. ⚠️ Apply `owned` AFTER `dockerConfigHash`. ⚠️ Run modes come from the CONTAINER (`availableModes`), and a failed probe is normal for an OWNED case. ⚠️ Root exec user drops the bypass flag via the registry's `overlays.docker.rootCommand`, never a branch. ⚠️ Adoption is admin-only in multi-user mode. ⚠️ Loopback prod needs `CODEMAN_DOCKER_BRIDGE_HOOKS=1` for in-container hooks. → [architecture-invariants#docker-cases](docs/architecture-invariants.md#docker-cases), `docs/docker-cases.md`
 
-**Docker Compose deployment** (`docker/`): Codeman runs in a container and spawns Docker cases as **SIBLING** containers via the host socket, never nested. `resolveDockerDaemonMountSource()` maps HOME bind sources into the daemon's namespace (`CODEMAN_DOCKER_HOST_HOME`); `CODEMAN_CASES_PATH` makes workspaces resolve to the same absolute path on both sides. ⚠️ `CODEMAN_CASES_PATH` must move every consumer: resolve it only via `config/cases-dir.ts`. ⚠️ `.dockerignore` matches whole paths: keep `**/.env` or `docker/.env` secrets ship in the image. ⚠️ Long-form binds create missing sources ROOT-OWNED: `Start-Codeman.sh` pre-creates them, and `docker/entrypoint.sh` (root, `cap_add: [CHOWN, DAC_OVERRIDE, KILL, SETGID, SETUID]` against `cap_drop: ALL`, `KILL` for tini; pinned by the test) fixes ownership then drops to `PUID:PGID` via `setpriv`, never re-owning foreign dirs. ⚠️ Append `/opt/codeman-cli` to `PATH`, never prepend. ⚠️ `server.Dockerfile`, the compose file and `.env.example` feed the self-updater's environment gate (`docs/docker-self-update.md`). → [architecture-invariants#docker-compose-deployment](docs/architecture-invariants.md#docker-compose-deployment), `docs/docker-compose.md`
+**Docker Compose deployment** (`docker/`): Codeman runs in a container and spawns Docker cases as **SIBLING** containers via the host socket, never nested. `resolveDockerDaemonMountSource()` maps HOME bind sources into the daemon's namespace (`CODEMAN_DOCKER_HOST_HOME`); `CODEMAN_CASES_PATH` makes workspaces resolve to the same absolute path on both sides. ⚠️ `CODEMAN_CASES_PATH` must move every consumer: resolve it only via `config/cases-dir.ts`. ⚠️ `.dockerignore` matches whole paths: keep `**/.env` or `docker/.env` secrets ship in the image. ⚠️ Long-form binds create missing sources ROOT-OWNED: `Start-Codeman.sh` pre-creates them, and `docker/entrypoint.sh` (root, `cap_add: [CHOWN, DAC_OVERRIDE, KILL, SETGID, SETUID]` against `cap_drop: ALL`, `KILL` for tini; pinned by the test) fixes ownership then drops to `PUID:PGID` via `setpriv`, never re-owning foreign dirs. ⚠️ Append `/opt/codeman-cli` and `~/.local/bin` to `PATH`, never prepend. ⚠️ `server.Dockerfile`, the compose file and `.env.example` feed the self-updater's environment gate (`docs/docker-self-update.md`). → [architecture-invariants#docker-compose-deployment](docs/architecture-invariants.md#docker-compose-deployment), `docs/docker-compose.md`
 
 **CLI registry** (`src/config/cli-registry/`): every run mode is a `CliEntry` (discovery, launch argv template, env handling, `capabilities`, and the `overlays` behind remote/docker pane commands). **No code outside `stock.ts` may branch on a CLI id**: use a capability field or a NAMED PROFILE (`profiles.ts`); `test/cli-registry-no-id-branching.test.ts` and `test/frontend-cli-no-id-branching.test.ts` enforce it. ⚠️ Config holds typed argv tokens, never shell text; literals are validated at LOAD time and a bad one rejects the whole entry. ⚠️ Keep `external`, `hooks` and `altScreen` independent; never derive one from another. ⚠️ Config regexes (`discovery.version.regex`, `capabilities.workDetect.workingLine`, `capabilities.workDetect.watchingLine`, `capabilities.workDetect.awaitingLine`) must compile through `compileVersionRegex()`. ⚠️ `privilegedParams[].param` names a LAUNCH PARAM, not the legacy `<Mode>Config` field (bridged only by `launch.legacyConfigAliases`); a wrong name silently clamps nothing. ⚠️ Resolve the registry AT CALL TIME, never in a module-level const. ⚠️ Remote claude/omp arms of `buildRemoteLaunchCommand` are not covered by the pane-command golden. `~/.codeman/clis.json` overrides entries. It is WRITTEN only by the opt-in CLI management routes (`cliManagementEnabled`, default OFF; `/api/clis`, `cli-registry-routes.ts`), and only through `mutateRegistryFile()` in `registry-writer.ts`, which serializes mutations and refuses (409) a file that does not parse or has group/world permission bits rather than overwriting it. Importing the registry still writes nothing. → [architecture-invariants#cli-registry](docs/architecture-invariants.md#cli-registry), `docs/cli-registry.md`
 

docs/architecture-invariants.md

@@ -514,7 +514,7 @@ Adding the header changed the preamble, so `CODEMAN_PREAMBLE` was bumped (1.22.0
 
 ⚠️ `KILL` is in that list for tini, not the entrypoint: `init: true` keeps tini as root while the server runs as PUID, and without CAP_KILL its SIGTERM forward fails and the server is SIGKILLed on every `compose down`/`restart` instead of flushing state.
 
-⚠️ `/opt/codeman-cli` (the runtime-owned CLI prefix) is APPENDED to `PATH`, never prepended, and the entrypoint pins its own `PATH` to the system dirs: the root part of the start resolves `setpriv` by bare name, and a prefix ahead of `/usr/bin` let a planted `setpriv` run as uid 0 (measured).
+⚠️ `/opt/codeman-cli` (the runtime-owned CLI prefix) and `~/.local/bin` (where Settings installs CLIs, on the home bind mount so they survive a rebuild) are APPENDED to `PATH`, never prepended, and the entrypoint pins its own `PATH` to the system dirs: the root part of the start resolves `setpriv` by bare name, and a prefix ahead of `/usr/bin` let a planted `setpriv` run as uid 0 (measured). `~/.local/bin` is writable from the host as well, and root `docker exec` and the healthcheck inherit the image `PATH` without the entrypoint's pin; `test/docker-entrypoint.test.ts` requires every `ENV PATH=` line to start `$PATH:`.
 
 `CODEMAN_DOCKER_DISABLE_SWAP_LIMIT=1` drops `--memory-swap` (and filters only that one kernel warning) for hosts without swap accounting; `--memory` still applies.
 

docs/docker-compose.md

@@ -6,6 +6,8 @@ For the Compose configuration, environment settings, storage migration, and macv
 
 The image includes Claude Code, Codex, Gemini CLI, and OpenCode. Authenticate a CLI from its Codeman session; credentials are never baked into the image.
 
+CLIs installed from **App Settings → Agents & CLIs → CLI management** (DeepSeek Harness, Pi, and the other npm-based ones) go to `~/.local` on the `CODEMAN_APPDATA_PATH` mount, so they survive an image rebuild and a container recreate. Releases up to 1.33.1 installed them into the image instead, so a CLI installed from Settings on one of those has to be installed again once after the rebuild. The same applies to a hand-run `npm install -g` inside a session: it writes to the image prefix (`/opt/codeman-cli`) and is lost on the next rebuild, so use `npm install -g --prefix ~/.local <package>` instead.
+
 It can also include the GitHub CLI (`gh`) and the Azure CLI (`az`) with the `azure-devops` extension, wired in as Git credential helpers, so Clone Repo and `git clone` reach private GitHub and Azure DevOps repositories once they are signed in. Both are off by default; [Turning them on](../docker/README.md#turning-them-on) shows the `docker-compose.override.yml` settings.
 
 ## Prerequisites

src/web/routes/cli-registry-routes.ts

@@ -210,7 +210,9 @@ const installsInFlight = new Set<string>();
 /**
  * The server's environment minus every `CODEMAN_*` variable. An install script is third-party
  * code, and those variables carry Codeman's own secrets and wiring (`CODEMAN_PASSWORD`, the
- * data dir, the tmux socket), none of which an installer needs.
+ * data dir, the tmux socket), none of which an installer needs. Inside the Docker Compose
+ * container (`CODEMAN_IN_CONTAINER=1`) it also points `NPM_CONFIG_PREFIX` at `$HOME/.local`,
+ * so an `npm install -g` lands on the persistent home mount instead of the image.
  */
 export function installEnv(source: NodeJS.ProcessEnv = process.env): NodeJS.ProcessEnv {
   const env: NodeJS.ProcessEnv = {};

test/docker-entrypoint.test.ts

@@ -110,15 +110,14 @@ describe('docker-compose.yaml cap_add covers what entrypoint.sh and init:true ne
 });
 
 describe('the runtime-owned CLI prefix never shadows root commands', () => {
-  it('server.Dockerfile appends /opt/codeman-cli/bin to PATH rather than prepending it', () => {
+  it('server.Dockerfile appends the runtime-writable CLI dirs to PATH rather than prepending them', () => {
     const pathLines = dockerfile.split('\n').filter((l) => /^ENV PATH=/.test(l));
     expect(pathLines.length).toBeGreaterThan(0);
     for (const line of pathLines) {
-      expect(line, 'a writable prefix ahead of $PATH lets a planted setpriv run as root').not.toMatch(
-        /^ENV PATH=\/opt\/codeman-cli/
-      );
+      expect(line, 'a writable prefix ahead of $PATH lets a planted setpriv run as root').toMatch(/^ENV PATH=\$PATH:/);
     }
     expect(pathLines).toContain('ENV PATH=$PATH:/opt/codeman-cli/bin');
+    expect(pathLines).toContain('ENV PATH=$PATH:/home/${CODEMAN_RUNTIME_USER}/.local/bin');
   });
 
   it('entrypoint.sh pins PATH to the system directories before its first command', () => {