diff --git a/src/everos/memory/cascade/watcher.py b/src/everos/memory/cascade/watcher.py
index b4a406f5e..e0244bfa7 100644
--- a/src/everos/memory/cascade/watcher.py
+++ b/src/everos/memory/cascade/watcher.py
@@ -14,6 +14,7 @@
 from __future__ import annotations
 
 import asyncio
+from collections.abc import Awaitable
 from pathlib import Path
 
 from watchdog.events import FileMovedEvent, FileSystemEvent, FileSystemEventHandler
@@ -78,6 +79,14 @@ def __init__(
     ) -> None:
         self._memory_root = memory_root
         self._loop = loop
+        # Upserts for one path must commit in delivery order. Each one awaits
+        # the database, so left concurrent the last committer wins and a stale
+        # duplicate overwrites a newer row. Windows synthesises a ``created``
+        # for every file under a freshly created parent directory, handing the
+        # same file to this handler four or five times; on the soak box one of
+        # those duplicates landed after an atomic save's ``added`` and put the
+        # first write's mtime back on the row (1 run in 4).
+        self._in_order = asyncio.Lock()
 
     def on_created(self, event: FileSystemEvent) -> None:
         self._enqueue(event.src_path, "added")
@@ -124,10 +133,14 @@ def _enqueue(self, raw_path: str, change_type: str) -> None:
             return
         mtime = _safe_mtime(raw_path)
         asyncio.run_coroutine_threadsafe(
-            _enqueue_async(spec, rel, change_type, mtime),
+            self._serialised(_enqueue_async(spec, rel, change_type, mtime)),
             self._loop,
         )
 
+    async def _serialised(self, upsert: Awaitable[None]) -> None:
+        async with self._in_order:
+            await upsert
+
 
 async def _enqueue_async(
     spec: KindSpec, rel: str, change_type: str, mtime: float
diff --git a/tests/unit/test_memory/test_cascade/test_watcher_upsert_order.py b/tests/unit/test_memory/test_cascade/test_watcher_upsert_order.py
new file mode 100644
index 000000000..f6a8d62a9
--- /dev/null
+++ b/tests/unit/test_memory/test_cascade/test_watcher_upsert_order.py
@@ -0,0 +1,70 @@
+"""Upserts for one path commit in delivery order.
+
+Windows synthesises a ``created`` for every file under a freshly created
+parent directory, so one ``mkdir -p`` + write hands the handler the same path
+four or five times. Each upsert awaits the database; run concurrently, the
+last committer wins, and on the Windows soak box a stale duplicate carrying
+the first write's mtime overwrote the row of an atomic save (1 run in 4).
+"""
+
+from __future__ import annotations
+
+import asyncio
+import os
+from pathlib import Path
+
+import pytest
+from watchdog.events import FileCreatedEvent
+
+from everos.core.persistence import MemoryRoot
+from everos.memory.cascade import watcher as watcher_mod
+from everos.memory.cascade.watcher import _Handler
+
+_M1 = 1_700_000_000
+_M2 = 1_700_000_060
+
+
+class _SlowFirstRepo:
+    """The first upsert commits 50 ms late; the row is whatever committed last."""
+
+    def __init__(self) -> None:
+        self.calls = 0
+        self.committed: list[float] = []
+
+    async def upsert(
+        self, md_path: str, *, kind: str, change_type: str, mtime: float
+    ) -> int:
+        self.calls += 1
+        if self.calls == 1:
+            await asyncio.sleep(0.05)
+        self.committed.append(mtime)
+        return self.calls
+
+
+async def test_duplicate_events_commit_in_delivery_order(
+    tmp_path: Path, monkeypatch: pytest.MonkeyPatch
+) -> None:
+    repo = _SlowFirstRepo()
+    monkeypatch.setattr(watcher_mod, "md_change_state_repo", repo)
+    md = tmp_path.joinpath(
+        "default_app",
+        "default_project",
+        "users",
+        "u1",
+        "episodes",
+        "episode-2026-01-01.md",
+    )
+    md.parent.mkdir(parents=True)
+    md.write_text("v1", encoding="utf-8")
+    handler = _Handler(MemoryRoot(tmp_path), asyncio.get_running_loop())
+
+    os.utime(md, (_M1, _M1))
+    handler.on_created(FileCreatedEvent(str(md)))  # the synthetic duplicate
+    os.utime(md, (_M2, _M2))
+    handler.on_created(FileCreatedEvent(str(md)))  # the save that must win
+    await asyncio.sleep(0.2)
+
+    assert repo.committed == [_M1, _M2], (
+        "the stale duplicate committed after the newer event; the row now "
+        "carries the old mtime"
+    )