diff --git a/ui/src/e2e/chat-flow.e2e.test.ts b/ui/src/e2e/chat-flow.e2e.test.ts
index b5382dffbc71..49f21d2753a6 100644
--- a/ui/src/e2e/chat-flow.e2e.test.ts
+++ b/ui/src/e2e/chat-flow.e2e.test.ts
@@ -2299,6 +2299,11 @@ describeControlUiE2e("Control UI mocked Gateway E2E", () => {
           type: "file",
         },
       ]);
+      await page.getByRole("button", { name: "Stop generating" }).waitFor({ timeout: 10_000 });
+      await page.locator(".chat-thread").getByText(prompt).waitFor({ timeout: 10_000 });
+      if (artifactDir) {
+        await page.screenshot({ path: `${artifactDir}/02-reconnected-active.png`, fullPage: true });
+      }
       await expectRequestCountStable(gateway, "chat.send", 1);
       const requestsAfterReconnect = await gateway.getRequests("chat.send");
       await gateway.setHistoryMessages([
@@ -2318,7 +2323,7 @@ describeControlUiE2e("Control UI mocked Gateway E2E", () => {
       await page.locator("openclaw-connection-banner").waitFor({ state: "detached" });
       await expectRequestCountStable(gateway, "chat.send", 1);
       if (artifactDir) {
-        await page.screenshot({ path: `${artifactDir}/02-online-delivered.png`, fullPage: true });
+        await page.screenshot({ path: `${artifactDir}/03-online-delivered.png`, fullPage: true });
       }
       if (process.env.OPENCLAW_BEHAVIOR_PROOF === "1") {
         process.stdout.write(
diff --git a/ui/src/pages/chat/chat-thread.test.ts b/ui/src/pages/chat/chat-thread.test.ts
index 01c04141fe22..d089bc51e276 100644
--- a/ui/src/pages/chat/chat-thread.test.ts
+++ b/ui/src/pages/chat/chat-thread.test.ts
@@ -1646,6 +1646,28 @@ describe("buildChatItems", () => {
     ]);
   });
 
+  it("keeps restored in-flight sends visible without process-local timing", () => {
+    const restored = {
+      id: "restored-send-1",
+      text: "stay visible across reconnect",
+      createdAt: 2,
+      sendAttempts: 1,
+    };
+
+    expect(
+      messageGroups({
+        queue: [{ ...restored, sendAttempts: 0, sendState: "waiting-reconnect" }],
+      }),
+    ).toStrictEqual([]);
+    for (const sendState of ["waiting-reconnect", "sending"] as const) {
+      const groups = messageGroups({ queue: [{ ...restored, sendState }] });
+      expect(groups).toHaveLength(1);
+      expect(messageRecord(groupAt(groups, 0)).content).toStrictEqual([
+        { type: "text", text: "stay visible across reconnect" },
+      ]);
+    }
+  });
+
   it("keeps steerable queued sends out of the thread until sending starts", () => {
     const queued = {
       id: "pending-send-1",
diff --git a/ui/src/pages/chat/chat-thread.ts b/ui/src/pages/chat/chat-thread.ts
index ecade8741b06..e383bb8b57cc 100644
--- a/ui/src/pages/chat/chat-thread.ts
+++ b/ui/src/pages/chat/chat-thread.ts
@@ -984,13 +984,13 @@ function sanitizeStreamText(text: string): string {
 }
 
 function shouldRenderQueuedSendInThread(item: ChatQueueItem): boolean {
-  if (typeof item.sendSubmittedAtMs !== "number" || item.sendState === "failed") {
-    return false;
-  }
+  // Page-local submit timing is not persisted; durable attempts keep restored prompts visible.
+  const sendStarted = typeof item.sendSubmittedAtMs === "number" || (item.sendAttempts ?? 0) > 0;
   return (
-    item.sendState === "waiting-model" ||
-    item.sendState === "sending" ||
-    item.sendState === "waiting-reconnect"
+    sendStarted &&
+    (item.sendState === "waiting-model" ||
+      item.sendState === "sending" ||
+      item.sendState === "waiting-reconnect")
   );
 }