diff --git a/apps/web/src/components/EditorPane.tsx b/apps/web/src/components/EditorPane.tsx
index eae551d8..70e76c9f 100644
--- a/apps/web/src/components/EditorPane.tsx
+++ b/apps/web/src/components/EditorPane.tsx
@@ -143,7 +143,7 @@ import {
   isAttachmentLinkHref,
 } from "@/lib/editor-external-link";
 import { processFilesSequentially } from "@/lib/file-batch";
-import { MEMO_ID_REMAPPED_EVENT } from "@/lib/sync-events";
+import { MEMO_ID_REMAPPED_EVENT, MEMO_SYNC_ACKNOWLEDGED_EVENT } from "@/lib/sync-events";
 import { useStandaloneMobileEditor } from "@/hooks/useStandaloneMobileEditor";
 import { statusSettleMotion } from "@/lib/motion";
 import { getAttachmentFilenameFromLabel, getAttachmentResourceId } from "@/lib/attachment-links";
@@ -2117,6 +2117,33 @@ const RichEditorPane = ({
   }, [editor, markDirty, memo, persistCurrentDraft]);
 
   useEffect(() => {
+    const advanceMemoSyncBase = (syncedMemo: MemoDetail | null | undefined) => {
+      const currentMemo = memoRef.current;
+      if (!syncedMemo || currentMemo?.id !== syncedMemo.id || syncedMemo.revision < currentMemo.revision) {
+        return;
+      }
+
+      // Keep the live document, title, and tags intact while moving its
+      // concurrency base to the revision acknowledged for this device.
+      memoRef.current = {
+        ...currentMemo,
+        revision: syncedMemo.revision,
+        contentHash: syncedMemo.contentHash,
+        updatedAt: syncedMemo.updatedAt,
+      };
+      if (editSessionRef.current?.memoId === syncedMemo.id) {
+        editSessionRef.current = {
+          ...editSessionRef.current,
+          baseRevision: syncedMemo.revision,
+          baseContentHash: syncedMemo.contentHash,
+        };
+      }
+    };
+
+    const handleMemoSyncAcknowledged = (event: Event) => {
+      advanceMemoSyncBase((event as CustomEvent<MemoDetail>).detail);
+    };
+
     const handleSyncCompleted = (event: Event) => {
       const result = (event as CustomEvent<{
         failed?: number;
@@ -2126,24 +2153,7 @@ const RichEditorPane = ({
       const memoId = memoRef.current?.id;
 
       const syncedMemo = memoId ? result?.syncedMemos?.get(memoId) : null;
-      if (syncedMemo && memoRef.current?.id === syncedMemo.id) {
-        // Keep the live editor document, title, and tags intact while moving
-        // its concurrency base to the revision just acknowledged by this
-        // device. This closes the query-refresh window after an autosave.
-        memoRef.current = {
-          ...memoRef.current,
-          revision: syncedMemo.revision,
-          contentHash: syncedMemo.contentHash,
-          updatedAt: syncedMemo.updatedAt,
-        };
-        if (editSessionRef.current?.memoId === syncedMemo.id) {
-          editSessionRef.current = {
-            ...editSessionRef.current,
-            baseRevision: syncedMemo.revision,
-            baseContentHash: syncedMemo.contentHash,
-          };
-        }
-      }
+      advanceMemoSyncBase(syncedMemo);
 
       if (memoId && (result?.conflicted ?? 0) > 0) {
         void localDb.syncQueue.get(getMemoUpdateQueueId(memoId)).then((item) => {
@@ -2169,8 +2179,12 @@ const RichEditorPane = ({
       });
     };
 
+    window.addEventListener(MEMO_SYNC_ACKNOWLEDGED_EVENT, handleMemoSyncAcknowledged);
     window.addEventListener("edgeever:sync-completed", handleSyncCompleted);
-    return () => window.removeEventListener("edgeever:sync-completed", handleSyncCompleted);
+    return () => {
+      window.removeEventListener(MEMO_SYNC_ACKNOWLEDGED_EVENT, handleMemoSyncAcknowledged);
+      window.removeEventListener("edgeever:sync-completed", handleSyncCompleted);
+    };
   }, []);
 
   const handleMarkdownModeChange = useCallback(() => {
diff --git a/apps/web/src/hooks/useWorkspaceQueuedSync.ts b/apps/web/src/hooks/useWorkspaceQueuedSync.ts
index fc3dfcdf..cb81075e 100644
--- a/apps/web/src/hooks/useWorkspaceQueuedSync.ts
+++ b/apps/web/src/hooks/useWorkspaceQueuedSync.ts
@@ -3,7 +3,7 @@ import type { QueryClient } from "@tanstack/react-query";
 import type { MemoDetail, MemoTemplate, Notebook, Resource } from "@edgeever/shared";
 import { isBrowserOffline } from "@/lib/network-status";
 import { emptySyncQueueSummary, type SyncQueueSummary } from "@/lib/sync-queue";
-import { notifyMemoIdRemapped } from "@/lib/sync-events";
+import { notifyMemoIdRemapped, notifyMemoSyncAcknowledged } from "@/lib/sync-events";
 import { putLocalMemo, replaceLocalMemoId } from "@/lib/local-mirror";
 import { resolveCreatedMemoSelection, resolveSyncedMemoId } from "@/lib/workspace-refresh";
 
@@ -64,6 +64,12 @@ export const useWorkspaceQueuedSync = ({
       const { syncQueuedChanges } = await import("@/lib/sync-queue");
       const result = await syncQueuedChanges({
         scope: localDataScope,
+        onMemoAcknowledged: async (memo) => {
+          // Advance the live editor's concurrency base before the acknowledged
+          // server snapshot reaches React Query. This keeps a self-sync from
+          // being mistaken for new document content and moving the caret.
+          notifyMemoSyncAcknowledged(memo);
+        },
         onSynced: async (memo, item) => {
           if (item.kind === "memo.create") {
             const remappedMemo = await replaceLocalMemoId(localDataScope, item.memoId, memo);
diff --git a/apps/web/src/lib/sync-events.ts b/apps/web/src/lib/sync-events.ts
index 08d27310..77bf143f 100644
--- a/apps/web/src/lib/sync-events.ts
+++ b/apps/web/src/lib/sync-events.ts
@@ -1,6 +1,9 @@
+import type { MemoDetail } from "@edgeever/shared";
+
 export const SYNC_QUEUE_CHANGED_EVENT = "edgeever:sync-queue-changed";
 export const SYNC_QUEUE_DEFERRED_EVENT = "edgeever:sync-queue-deferred";
 export const MEMO_ID_REMAPPED_EVENT = "edgeever:memo-id-remapped";
+export const MEMO_SYNC_ACKNOWLEDGED_EVENT = "edgeever:memo-sync-acknowledged";
 
 export const notifySyncQueueChanged = () => {
   window.dispatchEvent(new CustomEvent(SYNC_QUEUE_CHANGED_EVENT));
@@ -14,3 +17,7 @@ export const notifyMemoIdRemapped = (memoIdMappings: ReadonlyMap<string, string>
   if (memoIdMappings.size === 0) return;
   window.dispatchEvent(new CustomEvent(MEMO_ID_REMAPPED_EVENT, { detail: memoIdMappings }));
 };
+
+export const notifyMemoSyncAcknowledged = (memo: MemoDetail) => {
+  window.dispatchEvent(new CustomEvent(MEMO_SYNC_ACKNOWLEDGED_EVENT, { detail: memo }));
+};
diff --git a/apps/web/src/lib/sync-queue.test.mjs b/apps/web/src/lib/sync-queue.test.mjs
index c46b3cba..75b8f0f0 100644
--- a/apps/web/src/lib/sync-queue.test.mjs
+++ b/apps/web/src/lib/sync-queue.test.mjs
@@ -30,6 +30,75 @@ afterEach(async () => {
 });
 
 describe("web sync conflict recovery", () => {
+  test("preserves a newer draft written while a memo update is in flight", async () => {
+    const previousOnline = globalThis.navigator?.onLine;
+    if (globalThis.navigator) Object.defineProperty(globalThis.navigator, "onLine", { configurable: true, value: true });
+    const scope = createLocalDataScope("https://demo.edgeever.org", "user-1");
+    const createdMemo = await createLocalMemo(scope, { notebookId: "inbox" });
+    const remoteMemo = {
+      ...createdMemo,
+      id: "memo-draft-in-flight",
+      revision: 1,
+      contentHash: "hash-1",
+    };
+    const syncedContent = { type: "doc", content: [{ type: "paragraph", content: [{ type: "text", text: "synced snapshot" }] }] };
+    const newerContent = { type: "doc", content: [{ type: "paragraph", content: [{ type: "text", text: "still typing" }] }] };
+    await putLocalMemo(scope, remoteMemo);
+    await queueMemoUpdate({
+      memoId: remoteMemo.id,
+      expectedRevision: 1,
+      expectedContentHash: "hash-1",
+      editSessionId: "edit-a",
+      title: "Synced snapshot",
+      contentJson: syncedContent,
+      tags: [],
+    }, scope);
+
+    let updateStarted;
+    let releaseUpdate;
+    const updateStartedPromise = new Promise((resolve) => { updateStarted = resolve; });
+    const releaseUpdatePromise = new Promise((resolve) => { releaseUpdate = resolve; });
+    const original = {
+      createMemoEditSession: api.createMemoEditSession,
+      updateMemo: api.updateMemo,
+    };
+    api.createMemoEditSession = async () => ({ editSession: { id: "fresh-edit", baseRevision: 1, baseContentHash: "hash-1" } });
+    api.updateMemo = async (_memoId, payload) => {
+      updateStarted();
+      await releaseUpdatePromise;
+      return { memo: { ...remoteMemo, ...payload, revision: 2, contentHash: "hash-2" } };
+    };
+
+    try {
+      const callbackOrder = [];
+      const syncing = syncQueuedChanges({
+        scope,
+        onMemoAcknowledged: () => callbackOrder.push("acknowledged"),
+        onSynced: () => callbackOrder.push("synced"),
+      });
+      await updateStartedPromise;
+      await localDb.drafts.put({
+        memoId: remoteMemo.id,
+        title: "Still typing",
+        tagsText: "",
+        contentJson: newerContent,
+        updatedAt: "2099-01-01T00:00:00.000Z",
+      });
+      releaseUpdate();
+
+      expect(await syncing).toMatchObject({ synced: 1, conflicted: 0 });
+      expect(callbackOrder).toEqual(["acknowledged", "synced"]);
+      expect(await localDb.drafts.get(remoteMemo.id)).toMatchObject({
+        title: "Still typing",
+        contentJson: newerContent,
+      });
+    } finally {
+      api.createMemoEditSession = original.createMemoEditSession;
+      api.updateMemo = original.updateMemo;
+      if (globalThis.navigator) Object.defineProperty(globalThis.navigator, "onLine", { configurable: true, value: previousOnline });
+    }
+  });
+
   test("preserves a draft written while a new memo create request is in flight", async () => {
     const previousOnline = globalThis.navigator?.onLine;
     if (globalThis.navigator) Object.defineProperty(globalThis.navigator, "onLine", { configurable: true, value: true });
diff --git a/apps/web/src/lib/sync-queue.ts b/apps/web/src/lib/sync-queue.ts
index 2d1b42f4..7c5880e6 100644
--- a/apps/web/src/lib/sync-queue.ts
+++ b/apps/web/src/lib/sync-queue.ts
@@ -23,15 +23,18 @@ import {
   type MemoRestoreSyncPayload,
   type LocalActionKind,
   type LocalActionPayload,
+  type LocalDraft,
   type MemoUpdateSyncPayload,
   type SyncQueueItem,
 } from "@/lib/local-db";
 import { getMemoSaveConflictInfo, parseMemoSaveConflictDetails } from "@/lib/memo-save-conflict";
 import { getCachedLocalResourceBytes, removeCachedLocalResourceBytes } from "@/lib/local-resource-cache";
 import { isBrowserOffline } from "@/lib/network-status";
+import { parseTagsText } from "@/lib/utils";
 
 export type { SyncQueueSummary, SyncRunResult } from "@edgeever/shared";
 export type SyncQueueResult = MemoDetail | Notebook | MemoTemplate | Resource | null;
+export type MemoUpdateAcknowledgement = "completed" | "rebased" | "stale";
 
 export const emptySyncQueueSummary = createEmptySyncQueueSummary;
 
@@ -68,6 +71,19 @@ export const queueMemoUpdate = async (payload: MemoUpdateSyncPayload, scope?: st
   const now = new Date().toISOString();
   await localDb.transaction("rw", localDb.syncQueue, async () => {
     const existing = await localDb.syncQueue.get(id);
+    const existingPayload = existing?.kind === "memo.update"
+      ? existing.payload as MemoUpdateSyncPayload
+      : null;
+    // A previous in-flight save may already have advanced this queue row to a
+    // newer acknowledged server base. A local autosave that started just
+    // before that acknowledgement must not move the successor back again.
+    const nextPayload = existingPayload && existingPayload.expectedRevision > payload.expectedRevision
+      ? {
+          ...payload,
+          expectedRevision: existingPayload.expectedRevision,
+          expectedContentHash: existingPayload.expectedContentHash,
+        }
+      : payload;
 
     await localDb.syncQueue.put({
       id,
@@ -75,7 +91,7 @@ export const queueMemoUpdate = async (payload: MemoUpdateSyncPayload, scope?: st
       scope: scope ?? existing?.scope,
       memoId: payload.memoId,
       status: "pending",
-      payload,
+      payload: nextPayload,
       attemptCount: existing?.attemptCount ?? 0,
       lastError: null,
       lastErrorCode: null,
@@ -273,6 +289,7 @@ let activeSyncPromise: Promise<SyncRunResult> | null = null;
 
 export const syncQueuedChanges = (options: {
   scope?: string;
+  onMemoAcknowledged?: (memo: MemoDetail, item: SyncQueueItem, acknowledgement: MemoUpdateAcknowledgement) => void | Promise<void>;
   onSynced?: (memo: MemoDetail, item: SyncQueueItem) => void | Promise<void>;
   onActionSynced?: (result: SyncQueueResult, item: SyncQueueItem) => void | Promise<void>;
 } = {}): Promise<SyncRunResult> => {
@@ -289,6 +306,7 @@ export const syncQueuedChanges = (options: {
 
 const runQueuedChanges = async (options: {
   scope?: string;
+  onMemoAcknowledged?: (memo: MemoDetail, item: SyncQueueItem, acknowledgement: MemoUpdateAcknowledgement) => void | Promise<void>;
   onSynced?: (memo: MemoDetail, item: SyncQueueItem) => void | Promise<void>;
   onActionSynced?: (result: SyncQueueResult, item: SyncQueueItem) => void | Promise<void>;
 }): Promise<SyncRunResult> => {
@@ -334,15 +352,19 @@ const runQueuedChanges = async (options: {
       if (item.kind === "memo.create" && memo && item.scope) {
         await remapQueuedMemoId(item.scope, item.memoId, memo as MemoDetail);
       }
-      const removed = await removeClaimedQueueItem(item);
-      if (removed) {
-        if (item.kind !== "memo.create") await localDb.drafts.delete(item.memoId);
+      const acknowledgement = await acknowledgeClaimedQueueItem(item, memo);
+      if (memo && item.kind === "memo.update" && acknowledgement !== "stale") {
+        await options.onMemoAcknowledged?.(memo as MemoDetail, item, acknowledgement);
+      }
+      if (acknowledgement === "completed") {
         if (memo && (item.kind === "memo.create" || item.kind === "memo.update" || item.kind === "memo.restore" || item.kind === "memo.delete")) {
           await options.onSynced?.(memo as MemoDetail, item);
         }
         if (item.kind !== "memo.create" && item.kind !== "memo.update" && item.kind !== "memo.restore" && item.kind !== "memo.delete") {
           await options.onActionSynced?.(memo, item);
         }
+      }
+      if (acknowledgement !== "stale") {
         result.synced += 1;
       }
     } catch (error) {
@@ -395,15 +417,79 @@ const claimQueueItem = (id: string) =>
     return claimedItem;
   });
 
-const removeClaimedQueueItem = (item: SyncQueueItem) =>
-  localDb.transaction("rw", localDb.syncQueue, async () => {
+const isDraftCoveredByMemoUpdate = (item: SyncQueueItem, draft: LocalDraft | undefined) => {
+  if (item.kind !== "memo.update" || !draft) return false;
+  const payload = item.payload as MemoUpdateSyncPayload;
+  return draft.title === payload.title &&
+    JSON.stringify(parseTagsText(draft.tagsText)) === JSON.stringify(payload.tags) &&
+    JSON.stringify(draft.contentJson) === JSON.stringify(payload.contentJson);
+};
+
+const acknowledgeClaimedQueueItem = (item: SyncQueueItem, result: SyncQueueResult): Promise<MemoUpdateAcknowledgement> =>
+  localDb.transaction("rw", [localDb.syncQueue, localDb.drafts, localDb.memos], async () => {
     const current = await localDb.syncQueue.get(item.id);
-    if (!current || current.claimId !== item.claimId || current.status !== "syncing") {
-      return false;
+    const memo = result && item.kind === "memo.update" && "contentHash" in result
+      ? result as MemoDetail
+      : null;
+
+    if (current?.claimId === item.claimId && current.status === "syncing") {
+      await localDb.syncQueue.delete(item.id);
+      if (item.kind !== "memo.create") {
+        const draft = await localDb.drafts.get(item.memoId);
+        if (!draft || item.kind !== "memo.update" || isDraftCoveredByMemoUpdate(item, draft)) {
+          await localDb.drafts.delete(item.memoId);
+        }
+      }
+      if (memo && item.scope) {
+        const stored = await localDb.memos.get([item.scope, item.memoId]);
+        if (stored && memo.revision > stored.revision) {
+          await localDb.memos.put({ ...stored, revision: memo.revision, contentHash: memo.contentHash });
+        }
+      }
+      return "completed";
     }
 
-    await localDb.syncQueue.delete(item.id);
-    return true;
+    if (
+      !memo ||
+      !current ||
+      current.kind !== "memo.update" ||
+      current.memoId !== item.memoId ||
+      current.claimId ||
+      (current.status !== "pending" && current.status !== "error")
+    ) {
+      return "stale";
+    }
+
+    const claimedPayload = item.payload as MemoUpdateSyncPayload;
+    const successorPayload = current.payload as MemoUpdateSyncPayload;
+    const successorUsesClaimedBase = successorPayload.expectedRevision === claimedPayload.expectedRevision &&
+      successorPayload.expectedContentHash === claimedPayload.expectedContentHash;
+    const successorAlreadyRebased = successorPayload.expectedRevision === memo.revision &&
+      successorPayload.expectedContentHash === memo.contentHash;
+
+    if (!successorUsesClaimedBase && !successorAlreadyRebased) {
+      return "stale";
+    }
+
+    if (successorUsesClaimedBase) {
+      await localDb.syncQueue.put({
+        ...current,
+        payload: {
+          ...successorPayload,
+          expectedRevision: memo.revision,
+          expectedContentHash: memo.contentHash,
+        },
+        updatedAt: new Date().toISOString(),
+      });
+    }
+
+    if (item.scope) {
+      const stored = await localDb.memos.get([item.scope, item.memoId]);
+      if (stored && memo.revision > stored.revision) {
+        await localDb.memos.put({ ...stored, revision: memo.revision, contentHash: memo.contentHash });
+      }
+    }
+    return "rebased";
   });
 
 const updateClaimedQueueItem = (item: SyncQueueItem, patch: Partial<SyncQueueItem>) =>
diff --git a/tests/e2e/memo-sync-race.spec.ts b/tests/e2e/memo-sync-race.spec.ts
new file mode 100644
index 00000000..364b7c98
--- /dev/null
+++ b/tests/e2e/memo-sync-race.spec.ts
@@ -0,0 +1,165 @@
+import { expect, test, type Page, type Route } from "@playwright/test";
+
+type StoredQueueItem = {
+  kind?: string;
+  memoId?: string;
+  status?: string;
+  payload?: unknown;
+};
+
+const readSyncQueue = (page: Page) => page.evaluate(
+  () => new Promise<StoredQueueItem[]>((resolve, reject) => {
+    const openRequest = indexedDB.open("edgeever-local");
+    openRequest.onerror = () => reject(openRequest.error);
+    openRequest.onsuccess = () => {
+      const database = openRequest.result;
+      if (!database.objectStoreNames.contains("syncQueue")) {
+        database.close();
+        resolve([]);
+        return;
+      }
+      const transaction = database.transaction("syncQueue", "readonly");
+      const request = transaction.objectStore("syncQueue").getAll();
+      request.onerror = () => reject(request.error);
+      request.onsuccess = () => {
+        database.close();
+        resolve(request.result as StoredQueueItem[]);
+      };
+    };
+  }),
+);
+
+const queueItemWithContent = async (page: Page, memoId: string, marker: string) => {
+  const item = (await readSyncQueue(page)).find((candidate) => candidate.kind === "memo.update" && candidate.memoId === memoId);
+  return item && JSON.stringify(item.payload).includes(marker) ? item : null;
+};
+
+const waitForQueuedContent = (page: Page, memoId: string, marker: string) => expect.poll(
+  async () => Boolean(await queueItemWithContent(page, memoId, marker)),
+).toBe(true);
+
+const waitForPendingQueuedContent = (page: Page, memoId: string, marker: string) => expect.poll(
+  async () => (await queueItemWithContent(page, memoId, marker))?.status ?? null,
+).toBe("pending");
+
+const waitForSyncCompleted = (page: Page) => page.evaluate(() => new Promise<void>((resolve) => {
+  window.addEventListener("edgeever:sync-completed", () => resolve(), { once: true });
+}));
+
+const readEditorSelection = (page: Page) => page.evaluate(() => {
+  const selection = window.getSelection();
+  const paragraph = selection?.anchorNode?.parentElement?.closest("p");
+  const range = document.createRange();
+  if (paragraph && selection?.anchorNode) {
+    range.selectNodeContents(paragraph);
+    range.setEnd(selection.anchorNode, selection.anchorOffset);
+  }
+  return {
+    offset: paragraph && selection?.anchorNode ? range.toString().length : -1,
+    paragraphText: paragraph?.textContent ?? "",
+  };
+});
+
+test("keeps the caret and rebases edits made while autosave sync is in flight", async ({ page }) => {
+  const marker = `sync-race-${Date.now()}`;
+  const notebooksResponse = await page.request.get("/api/v1/notebooks");
+  expect(notebooksResponse.ok()).toBe(true);
+  const notebooks = await notebooksResponse.json() as { notebooks: Array<{ id: string }> };
+  const notebookId = notebooks.notebooks[0]?.id;
+  expect(notebookId).toBeTruthy();
+
+  const createResponse = await page.request.post("/api/v1/memos", {
+    data: {
+      notebookId,
+      title: marker,
+      contentMarkdown: `First paragraph ${marker}\n\nSecond paragraph\n\nLast paragraph`,
+    },
+  });
+  expect(createResponse.status()).toBe(201);
+  const memoId = (await createResponse.json() as { memo: { id: string } }).memo.id;
+
+  let releaseFirstUpdate!: () => void;
+  let markFirstUpdateStarted!: () => void;
+  const firstUpdateGate = new Promise<void>((resolve) => { releaseFirstUpdate = resolve; });
+  const firstUpdateStarted = new Promise<void>((resolve) => { markFirstUpdateStarted = resolve; });
+  let updateCount = 0;
+
+  await page.route(`**/api/v1/memos/${memoId}`, async (route: Route) => {
+    if (route.request().method() !== "PATCH") {
+      await route.continue();
+      return;
+    }
+    updateCount += 1;
+    if (updateCount === 1) {
+      markFirstUpdateStarted();
+      await firstUpdateGate;
+    }
+    await route.continue();
+  });
+
+  try {
+    await page.goto("/");
+    await page.getByRole("button", { name: "全部笔记", exact: true }).click();
+    await page.getByPlaceholder("搜索笔记").fill(marker);
+    await page.locator(`[data-memo-id="${memoId}"]`).locator("button").first().click();
+    await page.getByRole("button", { name: "清空搜索", exact: true }).click();
+
+    const editor = page.locator(".ProseMirror[contenteditable='true']");
+    const firstParagraph = editor.locator("p").first();
+    await expect(firstParagraph).toContainText(`First paragraph ${marker}`);
+    await firstParagraph.click();
+    await page.keyboard.press("End");
+    await page.keyboard.insertText(" first-save");
+    await waitForQueuedContent(page, memoId, "first-save");
+
+    await page.evaluate(() => window.dispatchEvent(new CustomEvent("edgeever:sync-queue-changed")));
+    await firstUpdateStarted;
+
+    await firstParagraph.click();
+    await page.keyboard.press("End");
+    await page.keyboard.insertText(" typed-during-sync");
+    await waitForPendingQueuedContent(page, memoId, "typed-during-sync");
+
+    const selectionBeforeAcknowledgement = await readEditorSelection(page);
+    expect(selectionBeforeAcknowledgement.offset).toBe(selectionBeforeAcknowledgement.paragraphText.length);
+
+    const firstSyncCompleted = waitForSyncCompleted(page);
+    releaseFirstUpdate();
+    await firstSyncCompleted;
+
+    await expect.poll(async () => {
+      const item = (await readSyncQueue(page)).find((candidate) => candidate.kind === "memo.update" && candidate.memoId === memoId);
+      return item ? JSON.stringify(item.payload) : "";
+    }).toContain("typed-during-sync");
+
+    expect(await readEditorSelection(page)).toEqual(selectionBeforeAcknowledgement);
+
+    await page.keyboard.insertText(" after-ack");
+    await expect(firstParagraph).toContainText("typed-during-sync after-ack");
+    await expect(editor.locator("p").last()).not.toContainText("after-ack");
+    await waitForPendingQueuedContent(page, memoId, "after-ack");
+    const selectionBeforeCompletedSync = await readEditorSelection(page);
+
+    const secondUpdateResponse = page.waitForResponse(
+      (response) => response.request().method() === "PATCH" && new URL(response.url()).pathname === `/api/v1/memos/${memoId}`,
+    );
+    const secondSyncCompleted = waitForSyncCompleted(page);
+    await page.evaluate(() => window.dispatchEvent(new CustomEvent("edgeever:sync-queue-changed")));
+    expect((await secondUpdateResponse).ok()).toBe(true);
+    await secondSyncCompleted;
+    expect(await readEditorSelection(page)).toEqual(selectionBeforeCompletedSync);
+
+    await expect.poll(async () => (await readSyncQueue(page)).some(
+      (item) => item.memoId === memoId && item.status === "conflict",
+    )).toBe(false);
+    await expect.poll(async () => {
+      const response = await page.request.get(`/api/v1/memos/${memoId}`);
+      const body = await response.json() as { memo: { contentJson: unknown } };
+      return JSON.stringify(body.memo.contentJson);
+    }).toContain("typed-during-sync after-ack");
+  } finally {
+    await page.unroute(`**/api/v1/memos/${memoId}`);
+    await page.request.delete(`/api/v1/memos/${memoId}`);
+    await page.request.delete(`/api/v1/memos/${memoId}?permanent=1`);
+  }
+});
diff --git a/tests/web-sync-queue.test.ts b/tests/web-sync-queue.test.ts
index fb97beae..f22ef8a7 100644
--- a/tests/web-sync-queue.test.ts
+++ b/tests/web-sync-queue.test.ts
@@ -134,9 +134,11 @@ describe("web sync queue concurrency", () => {
     const result = await runningSync;
 
     const queued = await localDb.syncQueue.get(getMemoUpdateQueueId("memo_sync_test"));
-    expect(result).toEqual({ attempted: 1, synced: 0, failed: 0, conflicted: 0 });
+    expect(result).toEqual({ attempted: 1, synced: 1, failed: 0, conflicted: 0 });
     expect(queued?.status).toBe("pending");
     expect(queued?.payload.title).toBe("newer text");
+    expect(queued?.payload.expectedRevision).toBe(1);
+    expect(queued?.payload.expectedContentHash).toBe("hash-1");
   });
 
   test("keeps a genuine server revision mismatch as a conflict", async () => {