diff --git a/packages/services/agent-service/src/infrastructure/dingtalk/dingtalk-router.service.ts b/packages/services/agent-service/src/infrastructure/dingtalk/dingtalk-router.service.ts
index d23b680..868145a 100644
--- a/packages/services/agent-service/src/infrastructure/dingtalk/dingtalk-router.service.ts
+++ b/packages/services/agent-service/src/infrastructure/dingtalk/dingtalk-router.service.ts
@@ -29,6 +29,8 @@
  *   - DingTalk API response capped at 256 KB (prevents memory spike on bad response)
  *   - Bridge (OpenClaw) response also capped at 256 KB
  *   - Dual routing: senderStaffId (OAuth binding) + senderId (code binding) both handled
+ *   - Bridge task timeout explicitly set to 55s (bridge default 25s is too short for LLM)
+ *   - sessionWebhook expiry fallback: if webhook expires before LLM replies, uses batchSend
  *   - Periodic cleanup for all in-memory maps (5 min interval)
  */
 
@@ -78,7 +80,7 @@ const OAUTH_STATE_TTL_MS    = 10 * 60 * 1000;  // 10 min
 const TOKEN_REFRESH_BUFFER  = 300;               // seconds before expiry to proactively refresh
 const WS_RECONNECT_BASE_MS  = 2_000;
 const WS_RECONNECT_MAX_MS   = 60_000;
-const TASK_TIMEOUT_S        = 30;
+const TASK_TIMEOUT_S        = 55; // seconds — bridge default is 25s; must pass explicitly
 const DEDUP_TTL_MS          = 10 * 60 * 1000;
 const RATE_LIMIT_PER_MIN    = 10;
 const QUEUE_MAX_DEPTH       = 5;
@@ -622,8 +624,10 @@ export class DingTalkRouterService implements OnModuleInit, OnModuleDestroy {
           prompt: text,
           sessionKey: `agent:main:dt-${userId}`,
           idempotencyKey: msg.msgId,
+          // Pass explicit timeout to bridge — default is 25s which is too short for LLM calls.
+          timeoutSeconds: TASK_TIMEOUT_S,
         },
-        (TASK_TIMEOUT_S + 5) * 1000,
+        (TASK_TIMEOUT_S + 10) * 1000,
       );
 
       if (result.ok && result.result !== undefined) {
@@ -638,7 +642,41 @@ export class DingTalkRouterService implements OnModuleInit, OnModuleDestroy {
       reply = '与小龙虾通信时出现错误，请稍后重试。';
     }
 
-    this.reply(msg, reply);
+    // Try sessionWebhook first; if it has expired by the time we have a reply (LLM took
+    // longer than ~30s), fall back to proactive batchSend so the reply still reaches the user.
+    const webhookExpiry = msg.sessionWebhookExpiredTime > 1e11
+      ? msg.sessionWebhookExpiredTime
+      : msg.sessionWebhookExpiredTime * 1000;
+
+    if (Date.now() <= webhookExpiry) {
+      this.reply(msg, reply);
+    } else {
+      this.logger.warn(
+        `sessionWebhook expired for msgId=${msg.msgId} — falling back to batchSend for userId=${userId}`,
+      );
+      const staffId = msg.senderStaffId?.trim();
+      if (staffId) {
+        this.getToken()
+          .then((token) =>
+            this.httpsPost<unknown>(
+              'api.dingtalk.com',
+              '/v1.0/robot/oToMessages/batchSend',
+              {
+                robotCode: this.clientId,
+                userIds:   [staffId],
+                msgKey:    'sampleText',
+                msgParam:  JSON.stringify({ content: reply }),
+              },
+              { 'x-acs-dingtalk-access-token': token },
+            ),
+          )
+          .catch((e: Error) =>
+            this.logger.error(`batchSend fallback failed for msgId=${msg.msgId}:`, e.message),
+          );
+      } else {
+        this.logger.warn(`No staffId for batchSend fallback, reply lost for msgId=${msg.msgId}`);
+      }
+    }
   }
 
   // ── Reply (chunked) ────────────────────────────────────────────────────────