fix(desktop): hand off Windows bootstrap recovery

apps/bootstrap-installer/src-tauri/src/update.rs

@@ -3,8 +3,9 @@
 //! Driven when the installer is launched as `Hermes-Setup.exe --update` (see
 //! `AppMode` in lib.rs). The desktop app hands off to us — it exits, then we:
 //!
-//!   1. wait for the old Hermes desktop process to fully exit (so the venv
-//!      shim is free; otherwise `hermes update` aborts with exit code 2),
+//!   1. wait for the old Hermes desktop process to fully exit (so both the
+//!      venv shim and packaged app.asar are free; otherwise `hermes update`
+//!      or repair bootstrap can race locked files),
 //!   2. run `hermes update --yes --gateway` (Python/repo update; this does NOT
 //!      rebuild apps/desktop by design — see cmd_update in hermes_cli/main.py),
 //!   3. run `hermes desktop --build-only` (the rebuild step update skips),
@@ -38,8 +39,8 @@ use crate::events::{BootstrapEvent, LogStream, StageInfo, StageState};
 /// hermes_cli/main.py (sys.exit(2)). We surface a targeted message for this.
 const UPDATE_EXIT_CONCURRENT: i32 = 2;
 
-/// How long to wait for the old desktop process to release the venv shim
-/// before giving up and letting `hermes update`'s own guard decide.
+/// How long to wait for the old desktop process to release files under the
+/// install tree before giving up and letting `hermes update`'s own guard decide.
 const DESKTOP_EXIT_WAIT: Duration = Duration::from_secs(20);
 const DESKTOP_EXIT_POLL: Duration = Duration::from_millis(500);
 
@@ -150,8 +151,10 @@ async fn run_update(app: AppHandle) -> Result<()> {
     // ---- pre-step: wait for the old desktop to die -----------------------
     // The desktop exec'd us then called app.exit(), but process teardown is
     // async on Windows. If it still holds the venv shim, `hermes update`
-    // aborts with exit 2. Give it a bounded window to clear.
-    wait_for_venv_free(&install_root, &app).await;
+    // aborts with exit 2. If it still holds the packaged app.asar,
+    // install.ps1's repair/re-clone path cannot move/remove the install tree.
+    // Give both handles a bounded window to clear.
+    wait_for_install_locks_free(&install_root, &app, "update").await;
 
     // ---- stage 1: hermes update -----------------------------------------
     // Pass --branch so `hermes update` targets the branch this installer was
@@ -173,8 +176,8 @@ async fn run_update(app: AppHandle) -> Result<()> {
         vec!["update".into(), "--yes".into(), "--gateway".into()];
     // --force skips `hermes update`'s Windows running-exe guard (which would
     // `sys.exit(2)` and dead-end the handoff). By contract the desktop has
-    // already exited and waited for the venv shim to unlock before launching
-    // us, and wait_for_venv_free below force-kills any straggler — so by the
+    // already exited and waited for the install locks to clear before launching
+    // us, and wait_for_install_locks_free below force-kills any straggler — so by the
     // time `hermes update` runs there is no legitimate hermes.exe to protect,
     // and the guard would only produce a false "Hermes is still running" stop.
     update_args.push("--force".into());
@@ -391,48 +394,57 @@ async fn run_update(app: AppHandle) -> Result<()> {
     Ok(())
 }
 
-/// Poll until the venv shim is no longer locked (Windows) or a bounded timeout
-/// elapses. On non-Windows this is a short fixed grace since file locking
-/// isn't the failure mode there.
-async fn wait_for_venv_free(install_root: &Path, app: &AppHandle) {
-    let shim = venv_hermes(install_root);
+/// Poll until the venv shim AND packaged desktop app bundle are no longer locked
+/// (Windows) or a bounded timeout elapses. On non-Windows this is a short fixed
+/// grace since file locking isn't the failure mode there.
+pub(crate) async fn wait_for_install_locks_free(install_root: &Path, app: &AppHandle, stage: &str) {
+    let lock_targets = install_lock_probe_paths(install_root);
     let deadline = Instant::now() + DESKTOP_EXIT_WAIT;
 
-    emit_log(app, Some("update"), LogStream::Stdout, "[update] waiting for Hermes to exit…");
+    emit_log(app, Some(stage), LogStream::Stdout, "[handoff] waiting for Hermes to exit…");
 
     loop {
-        if !is_locked(&shim) {
+        let locked = locked_paths(&lock_targets);
+        if locked.is_empty() {
             return;
         }
         if Instant::now() >= deadline {
-            // Last resort: a backend hermes.exe (or a grandchild it spawned)
-            // is still holding the shim. The desktop should have reaped its
-            // tree before handing off, but SIGTERM races / detached
-            // grandchildren / AV handles can leave a straggler. Rather than
-            // "proceed anyway" straight into uv's "Access is denied", force-kill
-            // every hermes.exe except ourselves, then give the OS a beat to
-            // unload the image.
+            // Last resort: a backend hermes.exe (or the desktop Hermes.exe
+            // itself) is still holding one of the update-sensitive files. The
+            // desktop should have reaped its tree before handing off, but
+            // SIGTERM races / detached grandchildren / AV handles can leave a
+            // straggler. Rather than "proceed anyway" straight into uv's
+            // "Access is denied" or install.ps1's locked app.asar failure,
+            // force-kill every Hermes.exe except ourselves, then give the OS a
+            // beat to unload the image.
             emit_log(
                 app,
-                Some("update"),
+                Some(stage),
                 LogStream::Stdout,
-                "[update] Hermes still holding the venv shim; force-killing stragglers…",
+                &format!(
+                    "[handoff] Hermes still holding install files ({}); force-killing stragglers…",
+                    format_locked_paths(&locked)
+                ),
             );
             force_kill_other_hermes();
             tokio::time::sleep(Duration::from_millis(800)).await;
-            if !is_locked(&shim) {
+            let locked_after_kill = locked_paths(&lock_targets);
+            if locked_after_kill.is_empty() {
                 emit_log(
                     app,
-                    Some("update"),
+                    Some(stage),
                     LogStream::Stdout,
-                    "[update] venv shim freed after force-kill",
+                    "[handoff] install files freed after force-kill",
                 );
             } else {
                 emit_log(
                     app,
-                    Some("update"),
+                    Some(stage),
                     LogStream::Stdout,
-                    "[update] venv shim still locked; proceeding (--force + quarantine will handle it)",
+                    &format!(
+                        "[handoff] install files still locked ({}); proceeding (--force + quarantine will handle it)",
+                        format_locked_paths(&locked_after_kill)
+                    ),
                 );
             }
             return;
@@ -441,13 +453,44 @@ async fn wait_for_venv_free(install_root: &Path, app: &AppHandle) {
     }
 }
 
+fn install_lock_probe_paths(install_root: &Path) -> Vec<PathBuf> {
+    let mut paths = vec![venv_hermes(install_root)];
+    paths.extend(desktop_app_payload_paths(install_root));
+    paths
+}
+
+fn desktop_app_payload_paths(install_root: &Path) -> Vec<PathBuf> {
+    let release = install_root.join("apps").join("desktop").join("release");
+    if cfg!(target_os = "windows") {
+        vec![
+            release.join("win-unpacked").join("resources").join("app.asar"),
+            release.join("win-arm64-unpacked").join("resources").join("app.asar"),
+        ]
+    } else if cfg!(target_os = "macos") {
+        vec![
+            release.join("mac").join("Hermes.app").join("Contents").join("Resources").join("app.asar"),
+            release.join("mac-arm64").join("Hermes.app").join("Contents").join("Resources").join("app.asar"),
+        ]
+    } else {
+        vec![release.join("linux-unpacked").join("resources").join("app.asar")]
+    }
+}
+
+fn locked_paths(paths: &[PathBuf]) -> Vec<PathBuf> {
+    paths.iter().filter(|p| is_locked(p)).cloned().collect()
+}
+
+fn format_locked_paths(paths: &[PathBuf]) -> String {
+    paths.iter().map(|p| p.display().to_string()).collect::<Vec<_>>().join(", ")
+}
+
 /// Force-kill any `hermes.exe` other than this process. Windows-only; a no-op
 /// elsewhere (POSIX has no mandatory-lock contention). We can't selectively
 /// target "the backend" by PID here — the desktop already exited and we never
 /// knew its children — so we kill the whole `hermes.exe` image tree via
 /// taskkill, excluding our own PID.
 ///
-/// Safe w.r.t. our own update child: this runs inside `wait_for_venv_free`,
+/// Safe w.r.t. our own update child: this runs inside the install-lock wait,
 /// which completes BEFORE we spawn `venv\Scripts\hermes.exe update`. At this
 /// point no update-driven hermes.exe exists yet, so the only hermes.exe images
 /// are stragglers from the old desktop — exactly what we want gone. (`/FI PID
@@ -891,6 +934,29 @@ mod tests {
         assert!(!is_locked(Path::new("/nonexistent/does/not/exist/xyz")));
     }
 
+    #[test]
+    fn lock_probe_paths_include_desktop_app_payload() {
+        let root = Path::new("/x/hermes-agent");
+        let probes = install_lock_probe_paths(root);
+
+        assert!(
+            probes.iter().any(|p| p == &venv_hermes(root)),
+            "venv shim remains part of the update lock probe"
+        );
+        assert!(
+            probes.iter().any(|p| p.ends_with(Path::new("resources/app.asar"))),
+            "packaged app.asar must be probed so repair/re-clone waits for the old desktop to exit"
+        );
+    }
+
+    #[test]
+    fn locked_paths_ignores_missing_payloads() {
+        let root = Path::new("/nonexistent/hermes-agent");
+        let probes = install_lock_probe_paths(root);
+
+        assert!(locked_paths(&probes).is_empty());
+    }
+
     #[test]
     fn parses_update_branch_from_space_or_equals_args() {
         assert_eq!(

apps/desktop/electron/main.cjs

@@ -1835,6 +1835,44 @@ async function applyUpdates(opts = {}) {
   }
 }
 
+async function handOffWindowsBootstrapRecovery(reason) {
+  if (!IS_WINDOWS || !IS_PACKAGED) return false
+
+  const updater = resolveUpdaterBinary()
+  if (!updater) return false
+
+  const updateRoot = resolveUpdateRoot()
+  const { branch: configuredBranch } = readDesktopUpdateConfig()
+  const branch = directoryExists(path.join(updateRoot, '.git'))
+    ? await resolveHealedBranch(updateRoot, configuredBranch || DEFAULT_UPDATE_BRANCH)
+    : configuredBranch || DEFAULT_UPDATE_BRANCH
+  const venvBin = path.join(updateRoot, 'venv', IS_WINDOWS ? 'Scripts' : 'bin')
+  const venvHermes = path.join(venvBin, IS_WINDOWS ? 'hermes.exe' : 'hermes')
+  const updaterArgs = fileExists(venvHermes) ? ['--update', '--branch', branch] : ['--repair', '--branch', branch]
+
+  await releaseBackendLockForUpdate(updateRoot)
+
+  const child = spawn(updater, updaterArgs, {
+    cwd: HERMES_HOME,
+    env: {
+      ...process.env,
+      HERMES_HOME,
+      PATH: [path.join(HERMES_HOME, 'node', 'bin'), venvBin, process.env.PATH].filter(Boolean).join(path.delimiter)
+    },
+    detached: true,
+    stdio: 'ignore',
+    windowsHide: false
+  })
+  child.unref()
+
+  rememberLog(`[bootstrap] handed off ${reason} recovery to updater: ${updater} ${updaterArgs.join(' ')}; exiting desktop to release app.asar`)
+  setTimeout(() => {
+    app.quit()
+  }, 600)
+
+  return true
+}
+
 // Resolve the hermes CLI to drive an in-app update: prefer the venv shim in
 // the install we're updating, fall back to `hermes` on PATH.
 function resolveHermesCliBinary(updateRoot) {
@@ -2432,6 +2470,14 @@ async function ensureRuntime(backend) {
   if (backend.kind === 'bootstrap-needed') {
     rememberLog('[bootstrap] no Hermes install found; starting first-launch bootstrap')
 
+    if (await handOffWindowsBootstrapRecovery('bootstrap-needed')) {
+      const handoffError = new Error('Hermes recovery was handed off to Hermes Setup. The desktop will restart when recovery completes.')
+      handoffError.isBootstrapFailure = true
+      handoffError.bootstrapHandedOff = true
+      bootstrapFailure = handoffError
+      throw handoffError
+    }
+
     // Eagerly flip the bootstrap UI state to 'active' so the renderer
     // shows the install overlay BEFORE the runner finishes fetching the
     // manifest (which on slow networks can take tens of seconds and would

apps/desktop/electron/windows-child-process.test.cjs

@@ -42,6 +42,9 @@ test('intentional or interactive desktop child processes stay documented', () =>
   const source = readElectronFile('main.cjs')
 
   assert.match(source, /windowsHide: false/)
+  assert.match(source, /handOffWindowsBootstrapRecovery/)
+  assert.match(source, /'--repair', '--branch'/)
+  assert.match(source, /'--update', '--branch'/)
   assert.match(source, /nodePty\.spawn\(command, args/)
   assert.match(source, /spawn\('cmd\.exe', \['\/c', 'start'/)
 })