diff --git a/src/gateway/server-restart-sentinel.ts b/src/gateway/server-restart-sentinel.ts
index 28719290e..a093f6467 100644
--- a/src/gateway/server-restart-sentinel.ts
+++ b/src/gateway/server-restart-sentinel.ts
@@ -14,7 +14,24 @@ import { defaultRuntime } from "../runtime.js";
 import { deliveryContextFromSession, mergeDeliveryContext } from "../utils/delivery-context.js";
 import { loadSessionEntry } from "./session-utils.js";
 
-export async function scheduleRestartSentinelWake(params: { deps: CliDeps }) {
+export type AddChatRunFn = (
+  runId: string,
+  entry: { sessionKey: string; clientRunId: string },
+) => void;
+
+export type BroadcastFn = (
+  event: string,
+  payload: unknown,
+  opts?: { dropIfSlow?: boolean },
+) => void;
+
+export interface RestartSentinelParams {
+  deps: CliDeps;
+  addChatRun?: AddChatRunFn;
+  broadcast?: BroadcastFn;
+}
+
+export async function scheduleRestartSentinelWake(params: RestartSentinelParams) {
   const sentinel = await consumeRestartSentinel();
   if (!sentinel) return;
   const payload = sentinel.payload;
@@ -61,7 +78,27 @@ export async function scheduleRestartSentinelWake(params: { deps: CliDeps }) {
   const channel = channelRaw ? normalizeChannelId(channelRaw) : null;
   const to = origin?.to;
   if (!channel || !to) {
+    // No outbound channel (e.g., webchat sessions use WebSocket, not channel delivery).
+    // For webchat: register the run with addChatRun so responses stream to the client.
     enqueueSystemEvent(message, { sessionKey });
+    if (params.addChatRun && params.broadcast) {
+      const runId = `restart-${Date.now()}`;
+      params.addChatRun(runId, { sessionKey, clientRunId: runId });
+      try {
+        await agentCommand(
+          {
+            message: `System: ${summary}`,
+            sessionKey,
+            runId,
+            deliver: false,
+          },
+          defaultRuntime,
+          params.deps,
+        );
+      } catch {
+        // Agent turn failed; system event already queued as fallback context
+      }
+    }
     return;
   }
 
diff --git a/src/gateway/server-startup.ts b/src/gateway/server-startup.ts
index 8cd30e338..11f4789a2 100644
--- a/src/gateway/server-startup.ts
+++ b/src/gateway/server-startup.ts
@@ -19,6 +19,8 @@ import type { loadOpenClawPlugins } from "../plugins/loader.js";
 import { type PluginServicesHandle, startPluginServices } from "../plugins/services.js";
 import { startBrowserControlServerIfEnabled } from "./server-browser.js";
 import {
+  type AddChatRunFn,
+  type BroadcastFn,
   scheduleRestartSentinelWake,
   shouldWakeFromRestartSentinel,
 } from "./server-restart-sentinel.js";
@@ -37,6 +39,8 @@ export async function startGatewaySidecars(params: {
   };
   logChannels: { info: (msg: string) => void; error: (msg: string) => void };
   logBrowser: { error: (msg: string) => void };
+  addChatRun?: AddChatRunFn;
+  broadcast?: BroadcastFn;
 }) {
   // Start OpenClaw browser control server (unless disabled via config).
   let browserControl: Awaited<ReturnType<typeof startBrowserControlServerIfEnabled>> = null;
@@ -152,7 +156,11 @@ export async function startGatewaySidecars(params: {
 
   if (shouldWakeFromRestartSentinel()) {
     setTimeout(() => {
-      void scheduleRestartSentinelWake({ deps: params.deps });
+      void scheduleRestartSentinelWake({
+        deps: params.deps,
+        addChatRun: params.addChatRun,
+        broadcast: params.broadcast,
+      });
     }, 750);
   }
 
diff --git a/src/gateway/server.impl.ts b/src/gateway/server.impl.ts
index efa91be76..711304b47 100644
--- a/src/gateway/server.impl.ts
+++ b/src/gateway/server.impl.ts
@@ -504,6 +504,8 @@ export async function startGatewayServer(
     logHooks,
     logChannels,
     logBrowser,
+    addChatRun,
+    broadcast,
   }));
 
   const { applyHotReload, requestGatewayRestart } = createGatewayReloadHandlers({