fix(store): serialize concurrent updates per plugin, check cleanup results

CodeRabbit review on #405 flagged two things in
_reinstall_with_rollback, both verified against current code:

- Real race: the web UI runs Flask with threaded=True and there's a
  single update route, so two overlapping requests for the same
  plugin_id (double-click, two tabs) can interleave. The loser could
  rename the winner's in-progress install aside mid-download, deleting
  its own rollback safety net — worse than the bug this function
  exists to fix. Added a lazy per-plugin_id lock dict (mirrors the
  plugin_manager per-plugin lock pattern) held for the whole function.
- _safe_remove_directory's return value was ignored at both call
  sites. Stale-aside cleanup failure now aborts cleanly instead of
  falling through to a rename that would fail anyway with a less
  useful error; post-success backup-removal failure now logs instead
  of failing silently (still returns True — the update itself
  succeeded, and the next update self-heals the leftover aside).

Left the third nitpick (test_stale_aside_from_previous_crash_is_cleared)
addressed by asserting the stale dir is actually gone and that
install_plugin was reached, rather than just the end-to-end result.

Added a concurrency regression test asserting install_plugin never
runs for the same plugin_id while another call is in flight.

src/plugin_system/store_manager.py

@@ -142,9 +142,28 @@ class PluginStoreManager:
         # then get the result from the warm cache (double-checked locking).
         self._registry_fetch_lock = threading.Lock()
 
+        # Per-plugin locks for _reinstall_with_rollback: the web UI runs
+        # Flask with threaded=True, so two overlapping requests for the
+        # same plugin_id (double-click, two browser tabs) would otherwise
+        # both rename the same directory aside — one succeeds, and the
+        # loser can end up renaming the winner's in-progress install aside
+        # mid-download, stealing its own rollback safety net. Keyed by
+        # plugin_id so unrelated plugins still update concurrently.
+        self._reinstall_locks: Dict[str, threading.Lock] = {}
+        self._reinstall_locks_guard = threading.Lock()
+
         # Ensure plugins directory exists
         self.plugins_dir.mkdir(exist_ok=True)
 
+    def _get_reinstall_lock(self, plugin_id: str) -> threading.Lock:
+        """Lazily create (or fetch) the per-plugin reinstall lock."""
+        with self._reinstall_locks_guard:
+            lock = self._reinstall_locks.get(plugin_id)
+            if lock is None:
+                lock = threading.Lock()
+                self._reinstall_locks[plugin_id] = lock
+            return lock
+
     def _record_cache_backoff(self, cache_dict: Dict, cache_key: str,
                               cache_timeout: int, payload: Any) -> None:
         """Bump a cache entry's timestamp so subsequent lookups hit the
@@ -2277,45 +2296,60 @@ class PluginStoreManager:
         The aside name embeds '.standalone-backup-' so plugin discovery
         (plugin_manager._scan_directory_for_plugins) ignores it even though
         it still contains a manifest.json.
+
+        Held for the whole operation under a per-plugin_id lock: two
+        overlapping requests for the same plugin (double-click, two
+        browser tabs — the web UI runs Flask with threaded=True) must not
+        interleave their renames, or the second could steal the first's
+        rollback safety net mid-install. Other plugin_ids are unaffected.
         """
-        backup_path = plugin_path.with_name(
-            f"{plugin_path.name}.standalone-backup-migrating")
-        # A stale aside from a previous crash would block the rename
-        if backup_path.exists():
-            self._safe_remove_directory(backup_path)
-        try:
-            plugin_path.rename(backup_path)
-        except OSError as e:
+        with self._get_reinstall_lock(plugin_id):
+            backup_path = plugin_path.with_name(
+                f"{plugin_path.name}.standalone-backup-migrating")
+            # A stale aside from a previous crash would block the rename
+            if backup_path.exists():
+                if not self._safe_remove_directory(backup_path):
+                    self.logger.error(
+                        f"Could not clear stale backup for {plugin_id} at "
+                        f"{backup_path}; leaving old install in place")
+                    return False
+            try:
+                plugin_path.rename(backup_path)
+            except OSError as e:
+                self.logger.error(
+                    f"Could not set aside old plugin directory for {plugin_id}: {e}")
+                return False
+
+            try:
+                installed = self.install_plugin(plugin_id)
+            except Exception as e:
+                self.logger.error(f"Reinstall of {plugin_id} raised: {e}")
+                installed = False
+
+            if installed:
+                if not self._safe_remove_directory(backup_path):
+                    self.logger.warning(
+                        f"Update of {plugin_id} succeeded but the old backup "
+                        f"at {backup_path} could not be removed; it will be "
+                        f"cleared on the next update")
+                return True
+
+            # Install failed (bad network, registry error...) — put the old
+            # version back so the user still has a working plugin.
             self.logger.error(
-                f"Could not set aside old plugin directory for {plugin_id}: {e}")
+                f"Reinstall of {plugin_id} failed; restoring previous version")
+            try:
+                if plugin_path.exists():
+                    # partial download debris from the failed install
+                    self._safe_remove_directory(plugin_path)
+                backup_path.rename(plugin_path)
+                self.logger.info(f"Restored previous install of {plugin_id}")
+            except OSError as e:
+                self.logger.error(
+                    f"CRITICAL: could not restore {plugin_id} from {backup_path}: {e}. "
+                    f"The previous install is preserved there — rename it back manually.")
             return False
 
-        try:
-            installed = self.install_plugin(plugin_id)
-        except Exception as e:
-            self.logger.error(f"Reinstall of {plugin_id} raised: {e}")
-            installed = False
-
-        if installed:
-            self._safe_remove_directory(backup_path)
-            return True
-
-        # Install failed (bad network, registry error...) — put the old
-        # version back so the user still has a working plugin.
-        self.logger.error(
-            f"Reinstall of {plugin_id} failed; restoring previous version")
-        try:
-            if plugin_path.exists():
-                # partial download debris from the failed install
-                self._safe_remove_directory(plugin_path)
-            backup_path.rename(plugin_path)
-            self.logger.info(f"Restored previous install of {plugin_id}")
-        except OSError as e:
-            self.logger.error(
-                f"CRITICAL: could not restore {plugin_id} from {backup_path}: {e}. "
-                f"The previous install is preserved there — rename it back manually.")
-        return False
-
     def update_plugin(self, plugin_id: str) -> bool:
         """
         Update a plugin to the latest commit on its upstream branch.

test/test_store_update_rollback.py

@@ -10,6 +10,8 @@ plugins from one update pass.
 import json
 import os
 import sys
+import threading
+import time
 from pathlib import Path
 from unittest.mock import patch
 
@@ -95,10 +97,62 @@ class TestReinstallWithRollback:
         stale = plugin_dir.parent / f"{PLUGIN_ID}.standalone-backup-migrating"
         stale.mkdir()
         (stale / "old.txt").write_text("stale")
-        with patch.object(mgr, "install_plugin", return_value=False):
+        with patch.object(mgr, "install_plugin", return_value=False) as mock_install:
             ok = mgr._reinstall_with_rollback(PLUGIN_ID, plugin_dir)
+        # The reinstall itself still fails (mocked) and the old install is
+        # restored, but the stale aside must not have survived — otherwise
+        # it would have blocked this run's own rename (or a future one).
+        assert not stale.exists()
+        mock_install.assert_called_once_with(PLUGIN_ID)
         assert ok is False
         assert plugin_dir.exists()
+        assert "old version marker" in (plugin_dir / "manager.py").read_text()
+
+    def test_concurrent_updates_for_same_plugin_are_serialized(self, store):
+        """Two overlapping requests for the same plugin_id (double-click,
+        two browser tabs — the web UI runs Flask with threaded=True) must
+        not interleave: the loser must wait for the winner to finish
+        rather than renaming the winner's in-progress install aside and
+        stealing its rollback safety net."""
+        mgr, plugin_dir = store
+
+        active = 0
+        max_active = 0
+        guard = threading.Lock()
+
+        def fake_install(plugin_id):
+            nonlocal active, max_active
+            with guard:
+                active += 1
+                max_active = max(max_active, active)
+            time.sleep(0.05)
+            plugin_dir.mkdir(exist_ok=True)
+            (plugin_dir / "manager.py").write_text("# new version\n")
+            (plugin_dir / "manifest.json").write_text(json.dumps(
+                {"id": PLUGIN_ID, "name": "Rollback Test", "version": "2.0.0"}))
+            with guard:
+                active -= 1
+            return True
+
+        results = []
+
+        def worker():
+            results.append(mgr._reinstall_with_rollback(PLUGIN_ID, plugin_dir))
+
+        with patch.object(mgr, "install_plugin", side_effect=fake_install):
+            threads = [threading.Thread(target=worker) for _ in range(2)]
+            for t in threads:
+                t.start()
+            for t in threads:
+                t.join(timeout=5)
+
+        assert max_active == 1, "install_plugin ran concurrently for the same plugin_id"
+        assert results == [True, True]
+        assert plugin_dir.exists()
+        assert "new version" in (plugin_dir / "manager.py").read_text()
+        leftovers = [p for p in plugin_dir.parent.iterdir()
+                     if "standalone-backup" in p.name]
+        assert leftovers == []
 
     def test_aside_name_is_invisible_to_discovery(self, store, tmp_path):
         """The aside still contains a manifest.json — discovery must skip it