diff --git a/src/commands/health.ts b/src/commands/health.ts
index 13a9332a3..6eaa02193 100644
--- a/src/commands/health.ts
+++ b/src/commands/health.ts
@@ -3,7 +3,7 @@ import { loadSessionStore, resolveStorePath } from "../config/sessions.js";
 import { callGateway } from "../gateway/call.js";
 import { info } from "../globals.js";
 import type { RuntimeEnv } from "../runtime.js";
-import { makeProxyFetch } from "../telegram/proxy.js";
+import { probeTelegram, type TelegramProbe } from "../telegram/probe.js";
 import { resolveHeartbeatSeconds } from "../web/reconnect.js";
 import {
   getWebAuthAgeMs,
@@ -11,15 +11,6 @@ import {
   webAuthExists,
 } from "../web/session.js";
 
-type TelegramProbe = {
-  ok: boolean;
-  status?: number | null;
-  error?: string | null;
-  elapsedMs: number;
-  bot?: { id?: number | null; username?: string | null };
-  webhook?: { url?: string | null; hasCustomCert?: boolean | null };
-};
-
 export type HealthSummary = {
   /**
    * Convenience top-level flag for UIs (e.g. WebChat) that only need a binary
@@ -56,94 +47,6 @@ export type HealthSummary = {
 };
 
 const DEFAULT_TIMEOUT_MS = 10_000;
-const TELEGRAM_API_BASE = "https://api.telegram.org";
-
-async function fetchWithTimeout(
-  url: string,
-  timeoutMs: number,
-  fetcher: typeof fetch,
-): Promise<Response> {
-  const controller = new AbortController();
-  const timer = setTimeout(() => controller.abort(), timeoutMs);
-  try {
-    return await fetcher(url, { signal: controller.signal });
-  } finally {
-    clearTimeout(timer);
-  }
-}
-
-async function probeTelegram(
-  token: string,
-  timeoutMs: number,
-  proxyUrl?: string,
-): Promise<TelegramProbe> {
-  const started = Date.now();
-  const fetcher = proxyUrl ? makeProxyFetch(proxyUrl) : fetch;
-  const base = `${TELEGRAM_API_BASE}/bot${token}`;
-
-  const result: TelegramProbe = {
-    ok: false,
-    status: null,
-    error: null,
-    elapsedMs: 0,
-  };
-
-  try {
-    const meRes = await fetchWithTimeout(`${base}/getMe`, timeoutMs, fetcher);
-    const meJson = (await meRes.json()) as {
-      ok?: boolean;
-      description?: string;
-      result?: { id?: number; username?: string };
-    };
-    if (!meRes.ok || !meJson?.ok) {
-      result.status = meRes.status;
-      result.error = meJson?.description ?? `getMe failed (${meRes.status})`;
-      return { ...result, elapsedMs: Date.now() - started };
-    }
-
-    result.bot = {
-      id: meJson.result?.id ?? null,
-      username: meJson.result?.username ?? null,
-    };
-
-    // Try to fetch webhook info, but don't fail health if it errors
-    try {
-      const webhookRes = await fetchWithTimeout(
-        `${base}/getWebhookInfo`,
-        timeoutMs,
-        fetcher,
-      );
-      const webhookJson = (await webhookRes.json()) as {
-        ok?: boolean;
-        result?: {
-          url?: string;
-          has_custom_certificate?: boolean;
-        };
-      };
-      if (webhookRes.ok && webhookJson?.ok) {
-        result.webhook = {
-          url: webhookJson.result?.url ?? null,
-          hasCustomCert: webhookJson.result?.has_custom_certificate ?? null,
-        };
-      }
-    } catch {
-      // ignore webhook errors for health
-    }
-
-    result.ok = true;
-    result.status = null;
-    result.error = null;
-    result.elapsedMs = Date.now() - started;
-    return result;
-  } catch (err) {
-    return {
-      ...result,
-      status: err instanceof Response ? err.status : result.status,
-      error: err instanceof Error ? err.message : String(err),
-      elapsedMs: Date.now() - started,
-    };
-  }
-}
 
 export async function getHealthSnapshot(
   timeoutMs?: number,
diff --git a/src/provider-web.ts b/src/provider-web.ts
index 1882b18fe..5a3ad2f4c 100644
--- a/src/provider-web.ts
+++ b/src/provider-web.ts
@@ -9,6 +9,7 @@ export {
   runWebHeartbeatOnce,
   setHeartbeatsEnabled,
   type WebMonitorTuning,
+  type WebProviderStatus,
 } from "./web/auto-reply.js";
 export {
   extractMediaPlaceholder,
diff --git a/src/web/auto-reply.ts b/src/web/auto-reply.ts
index 2741213f1..a9d0f5941 100644
--- a/src/web/auto-reply.ts
+++ b/src/web/auto-reply.ts
@@ -67,6 +67,7 @@ export type WebMonitorTuning = {
   replyHeartbeatMinutes?: number;
   replyHeartbeatNow?: boolean;
   sleep?: (ms: number, signal?: AbortSignal) => Promise<void>;
+  statusSink?: (status: WebProviderStatus) => void;
 };
 
 const formatDuration = (ms: number) =>
@@ -76,6 +77,22 @@ const DEFAULT_REPLY_HEARTBEAT_MINUTES = 30;
 export const HEARTBEAT_TOKEN = "HEARTBEAT_OK";
 export const HEARTBEAT_PROMPT = "HEARTBEAT";
 
+export type WebProviderStatus = {
+  running: boolean;
+  connected: boolean;
+  reconnectAttempts: number;
+  lastConnectedAt?: number | null;
+  lastDisconnect?: {
+    at: number;
+    status?: number;
+    error?: string;
+    loggedOut?: boolean;
+  } | null;
+  lastMessageAt?: number | null;
+  lastEventAt?: number | null;
+  lastError?: string | null;
+};
+
 function elide(text?: string, limit = 400) {
   if (!text) return text;
   if (text.length <= limit) return text;
@@ -702,6 +719,25 @@ export async function monitorWebProvider(
   const replyLogger = getChildLogger({ module: "web-auto-reply", runId });
   const heartbeatLogger = getChildLogger({ module: "web-heartbeat", runId });
   const reconnectLogger = getChildLogger({ module: "web-reconnect", runId });
+  const status: WebProviderStatus = {
+    running: true,
+    connected: false,
+    reconnectAttempts: 0,
+    lastConnectedAt: null,
+    lastDisconnect: null,
+    lastMessageAt: null,
+    lastEventAt: null,
+    lastError: null,
+  };
+  const emitStatus = () => {
+    tuning.statusSink?.({
+      ...status,
+      lastDisconnect: status.lastDisconnect
+        ? { ...status.lastDisconnect }
+        : null,
+    });
+  };
+  emitStatus();
   const cfg = loadConfig();
   const configuredMaxMb = cfg.inbound?.agent?.mediaMaxMb;
   const maxMediaBytes =
@@ -802,6 +838,9 @@ export async function monitorWebProvider(
     };
 
     const processMessage = async (msg: WebInboundMsg) => {
+      status.lastMessageAt = Date.now();
+      status.lastEventAt = status.lastMessageAt;
+      emitStatus();
       const conversationId = msg.conversationId ?? msg.from;
       let combinedBody = buildLine(msg);
 
@@ -1038,6 +1077,9 @@ export async function monitorWebProvider(
       onMessage: async (msg) => {
         handledMessages += 1;
         lastMessageAt = Date.now();
+        status.lastMessageAt = lastMessageAt;
+        status.lastEventAt = lastMessageAt;
+        emitStatus();
         lastInboundMsg = msg;
         const conversationId = msg.conversationId ?? msg.from;
 
@@ -1090,6 +1132,12 @@ export async function monitorWebProvider(
       },
     });
 
+    status.connected = true;
+    status.lastConnectedAt = Date.now();
+    status.lastEventAt = status.lastConnectedAt;
+    status.lastError = null;
+    emitStatus();
+
     // Surface a concise connection event for the next main-session turn/heartbeat.
     const { e164: selfE164 } = readWebSelfId();
     enqueueSystemEvent(
@@ -1420,13 +1468,15 @@ export async function monitorWebProvider(
     if (uptimeMs > heartbeatSeconds * 1000) {
       reconnectAttempts = 0; // Healthy stretch; reset the backoff.
     }
+    status.reconnectAttempts = reconnectAttempts;
+    emitStatus();
 
     if (stopRequested() || sigintStop || reason === "aborted") {
       await closeListener();
       break;
     }
 
-    const status =
+    const statusCode =
       (typeof reason === "object" && reason && "status" in reason
         ? (reason as { status?: number }).status
         : undefined) ?? "unknown";
@@ -1437,11 +1487,22 @@ export async function monitorWebProvider(
       (reason as { isLoggedOut?: boolean }).isLoggedOut;
 
     const errorStr = formatError(reason);
+    status.connected = false;
+    status.lastEventAt = Date.now();
+    status.lastDisconnect = {
+      at: status.lastEventAt,
+      status: typeof statusCode === "number" ? statusCode : undefined,
+      error: errorStr,
+      loggedOut: Boolean(loggedOut),
+    };
+    status.lastError = errorStr;
+    status.reconnectAttempts = reconnectAttempts;
+    emitStatus();
 
     reconnectLogger.info(
       {
         connectionId,
-        status,
+        status: statusCode,
         loggedOut,
         reconnectAttempts,
         error: errorStr,
@@ -1450,7 +1511,7 @@ export async function monitorWebProvider(
     );
 
     enqueueSystemEvent(
-      `WhatsApp gateway disconnected (status ${status ?? "unknown"})`,
+      `WhatsApp gateway disconnected (status ${statusCode ?? "unknown"})`,
     );
 
     if (loggedOut) {
@@ -1464,6 +1525,8 @@ export async function monitorWebProvider(
     }
 
     reconnectAttempts += 1;
+    status.reconnectAttempts = reconnectAttempts;
+    emitStatus();
     if (
       reconnectPolicy.maxAttempts > 0 &&
       reconnectAttempts >= reconnectPolicy.maxAttempts
@@ -1471,7 +1534,7 @@ export async function monitorWebProvider(
       reconnectLogger.warn(
         {
           connectionId,
-          status,
+          status: statusCode,
           reconnectAttempts,
           maxAttempts: reconnectPolicy.maxAttempts,
         },
@@ -1490,7 +1553,7 @@ export async function monitorWebProvider(
     reconnectLogger.info(
       {
         connectionId,
-        status,
+        status: statusCode,
         reconnectAttempts,
         maxAttempts: reconnectPolicy.maxAttempts || "unlimited",
         delayMs: delay,
@@ -1499,7 +1562,7 @@ export async function monitorWebProvider(
     );
     runtime.error(
       danger(
-        `WhatsApp Web connection closed (status ${status}). Retry ${reconnectAttempts}/${reconnectPolicy.maxAttempts || "∞"} in ${formatDuration(delay)}… (${errorStr})`,
+        `WhatsApp Web connection closed (status ${statusCode}). Retry ${reconnectAttempts}/${reconnectPolicy.maxAttempts || "∞"} in ${formatDuration(delay)}… (${errorStr})`,
       ),
     );
     await closeListener();
@@ -1510,6 +1573,11 @@ export async function monitorWebProvider(
     }
   }
 
+  status.running = false;
+  status.connected = false;
+  status.lastEventAt = Date.now();
+  emitStatus();
+
   process.removeListener("SIGINT", handleSigint);
 }