diff --git a/src/agents/pi-embedded-runner/run.ts b/src/agents/pi-embedded-runner/run.ts
index a4b2f607a..82bafe0b4 100644
--- a/src/agents/pi-embedded-runner/run.ts
+++ b/src/agents/pi-embedded-runner/run.ts
@@ -431,6 +431,7 @@ export async function runEmbeddedPiAgent(
             assistantTexts: attempt.assistantTexts,
             toolMetas: attempt.toolMetas,
             lastAssistant: attempt.lastAssistant,
+            lastToolError: attempt.lastToolError,
             config: params.config,
             sessionKey: params.sessionKey ?? params.sessionId,
             verboseLevel: params.verboseLevel,
diff --git a/src/agents/pi-embedded-runner/run/attempt.ts b/src/agents/pi-embedded-runner/run/attempt.ts
index 5017e8465..37c5fe818 100644
--- a/src/agents/pi-embedded-runner/run/attempt.ts
+++ b/src/agents/pi-embedded-runner/run/attempt.ts
@@ -433,6 +433,7 @@ export async function runEmbeddedAttempt(
         getMessagingToolSentTexts,
         getMessagingToolSentTargets,
         didSendViaMessagingTool,
+        getLastToolError,
       } = subscription;
 
       const queueHandle: EmbeddedPiQueueHandle = {
@@ -665,6 +666,7 @@ export async function runEmbeddedAttempt(
         assistantTexts,
         toolMetas: toolMetasNormalized,
         lastAssistant,
+        lastToolError: getLastToolError?.(),
         didSendViaMessagingTool: didSendViaMessagingTool(),
         messagingToolSentTexts: getMessagingToolSentTexts(),
         messagingToolSentTargets: getMessagingToolSentTargets(),
diff --git a/src/agents/pi-embedded-runner/run/payloads.test.ts b/src/agents/pi-embedded-runner/run/payloads.test.ts
index 934620c6c..78766e112 100644
--- a/src/agents/pi-embedded-runner/run/payloads.test.ts
+++ b/src/agents/pi-embedded-runner/run/payloads.test.ts
@@ -111,4 +111,40 @@ describe("buildEmbeddedRunPayloads", () => {
     expect(payloads).toHaveLength(1);
     expect(payloads[0]?.text).toBe(errorJsonPretty.trim());
   });
+
+  it("adds a fallback error when a tool fails and no assistant output exists", () => {
+    const payloads = buildEmbeddedRunPayloads({
+      assistantTexts: [],
+      toolMetas: [],
+      lastAssistant: undefined,
+      lastToolError: { toolName: "browser", error: "tab not found" },
+      sessionKey: "session:telegram",
+      inlineToolResultsAllowed: false,
+      verboseLevel: "off",
+      reasoningLevel: "off",
+      toolResultFormat: "plain",
+    });
+
+    expect(payloads).toHaveLength(1);
+    expect(payloads[0]?.isError).toBe(true);
+    expect(payloads[0]?.text).toContain("browser");
+    expect(payloads[0]?.text).toContain("tab not found");
+  });
+
+  it("does not add tool error fallback when assistant output exists", () => {
+    const payloads = buildEmbeddedRunPayloads({
+      assistantTexts: ["All good"],
+      toolMetas: [],
+      lastAssistant: { stopReason: "end_turn" } as AssistantMessage,
+      lastToolError: { toolName: "browser", error: "tab not found" },
+      sessionKey: "session:telegram",
+      inlineToolResultsAllowed: false,
+      verboseLevel: "off",
+      reasoningLevel: "off",
+      toolResultFormat: "plain",
+    });
+
+    expect(payloads).toHaveLength(1);
+    expect(payloads[0]?.text).toBe("All good");
+  });
 });
diff --git a/src/agents/pi-embedded-runner/run/payloads.ts b/src/agents/pi-embedded-runner/run/payloads.ts
index d9b693098..2d831cd00 100644
--- a/src/agents/pi-embedded-runner/run/payloads.ts
+++ b/src/agents/pi-embedded-runner/run/payloads.ts
@@ -23,6 +23,7 @@ export function buildEmbeddedRunPayloads(params: {
   assistantTexts: string[];
   toolMetas: ToolMetaEntry[];
   lastAssistant: AssistantMessage | undefined;
+  lastToolError?: { toolName: string; meta?: string; error?: string };
   config?: ClawdbotConfig;
   sessionKey: string;
   verboseLevel?: VerboseLevel;
@@ -155,6 +156,19 @@ export function buildEmbeddedRunPayloads(params: {
     });
   }
 
+  if (replyItems.length === 0 && params.lastToolError) {
+    const toolSummary = formatToolAggregate(
+      params.lastToolError.toolName,
+      params.lastToolError.meta ? [params.lastToolError.meta] : undefined,
+      { markdown: useMarkdown },
+    );
+    const errorSuffix = params.lastToolError.error ? `: ${params.lastToolError.error}` : "";
+    replyItems.push({
+      text: `⚠️ ${toolSummary} failed${errorSuffix}`,
+      isError: true,
+    });
+  }
+
   const hasAudioAsVoiceTag = replyItems.some((item) => item.audioAsVoice);
   return replyItems
     .map((item) => ({
diff --git a/src/agents/pi-embedded-runner/run/types.ts b/src/agents/pi-embedded-runner/run/types.ts
index f6606f3c7..b1ae7670f 100644
--- a/src/agents/pi-embedded-runner/run/types.ts
+++ b/src/agents/pi-embedded-runner/run/types.ts
@@ -74,6 +74,7 @@ export type EmbeddedRunAttemptResult = {
   assistantTexts: string[];
   toolMetas: Array<{ toolName: string; meta?: string }>;
   lastAssistant: AssistantMessage | undefined;
+  lastToolError?: { toolName: string; meta?: string; error?: string };
   didSendViaMessagingTool: boolean;
   messagingToolSentTexts: string[];
   messagingToolSentTargets: MessagingToolSend[];
diff --git a/src/agents/pi-embedded-subscribe.handlers.tools.ts b/src/agents/pi-embedded-subscribe.handlers.tools.ts
index 30f6124b6..129042273 100644
--- a/src/agents/pi-embedded-subscribe.handlers.tools.ts
+++ b/src/agents/pi-embedded-subscribe.handlers.tools.ts
@@ -5,6 +5,7 @@ import { normalizeTextForComparison } from "./pi-embedded-helpers.js";
 import { isMessagingTool, isMessagingToolSendAction } from "./pi-embedded-messaging.js";
 import type { EmbeddedPiSubscribeContext } from "./pi-embedded-subscribe.handlers.types.js";
 import {
+  extractToolErrorMessage,
   extractToolResultText,
   extractMessagingToolSend,
   isToolResultError,
@@ -154,6 +155,14 @@ export function handleToolExecutionEnd(
   ctx.state.toolMetas.push({ toolName, meta });
   ctx.state.toolMetaById.delete(toolCallId);
   ctx.state.toolSummaryById.delete(toolCallId);
+  if (isToolError) {
+    const errorMessage = extractToolErrorMessage(sanitizedResult);
+    ctx.state.lastToolError = {
+      toolName,
+      meta,
+      error: errorMessage,
+    };
+  }
 
   // Commit messaging tool text on success, discard on error.
   const pendingText = ctx.state.pendingMessagingTexts.get(toolCallId);
diff --git a/src/agents/pi-embedded-subscribe.handlers.types.ts b/src/agents/pi-embedded-subscribe.handlers.types.ts
index 1800be109..1832b2bf1 100644
--- a/src/agents/pi-embedded-subscribe.handlers.types.ts
+++ b/src/agents/pi-embedded-subscribe.handlers.types.ts
@@ -14,11 +14,18 @@ export type EmbeddedSubscribeLogger = {
   warn: (message: string) => void;
 };
 
+export type ToolErrorSummary = {
+  toolName: string;
+  meta?: string;
+  error?: string;
+};
+
 export type EmbeddedPiSubscribeState = {
   assistantTexts: string[];
   toolMetas: Array<{ toolName?: string; meta?: string }>;
   toolMetaById: Map<string, string | undefined>;
   toolSummaryById: Set<string>;
+  lastToolError?: ToolErrorSummary;
 
   blockReplyBreak: "text_end" | "message_end";
   reasoningMode: ReasoningLevel;
diff --git a/src/agents/pi-embedded-subscribe.tools.ts b/src/agents/pi-embedded-subscribe.tools.ts
index 158138972..195a70a64 100644
--- a/src/agents/pi-embedded-subscribe.tools.ts
+++ b/src/agents/pi-embedded-subscribe.tools.ts
@@ -4,12 +4,44 @@ import { type MessagingToolSend } from "./pi-embedded-messaging.js";
 import { normalizeTargetForProvider } from "../infra/outbound/target-normalization.js";
 
 const TOOL_RESULT_MAX_CHARS = 8000;
+const TOOL_ERROR_MAX_CHARS = 400;
 
 function truncateToolText(text: string): string {
   if (text.length <= TOOL_RESULT_MAX_CHARS) return text;
   return `${truncateUtf16Safe(text, TOOL_RESULT_MAX_CHARS)}\n…(truncated)…`;
 }
 
+function normalizeToolErrorText(text: string): string | undefined {
+  const trimmed = text.trim();
+  if (!trimmed) return undefined;
+  const firstLine = trimmed.split(/\r?\n/)[0]?.trim() ?? "";
+  if (!firstLine) return undefined;
+  return firstLine.length > TOOL_ERROR_MAX_CHARS
+    ? `${truncateUtf16Safe(firstLine, TOOL_ERROR_MAX_CHARS)}…`
+    : firstLine;
+}
+
+function readErrorCandidate(value: unknown): string | undefined {
+  if (typeof value === "string") return normalizeToolErrorText(value);
+  if (!value || typeof value !== "object") return undefined;
+  const record = value as Record<string, unknown>;
+  if (typeof record.message === "string") return normalizeToolErrorText(record.message);
+  if (typeof record.error === "string") return normalizeToolErrorText(record.error);
+  return undefined;
+}
+
+function extractErrorField(value: unknown): string | undefined {
+  if (!value || typeof value !== "object") return undefined;
+  const record = value as Record<string, unknown>;
+  const direct =
+    readErrorCandidate(record.error) ??
+    readErrorCandidate(record.message) ??
+    readErrorCandidate(record.reason);
+  if (direct) return direct;
+  const status = typeof record.status === "string" ? record.status.trim() : "";
+  return status ? normalizeToolErrorText(status) : undefined;
+}
+
 export function sanitizeToolResult(result: unknown): unknown {
   if (!result || typeof result !== "object") return result;
   const record = result as Record<string, unknown>;
@@ -63,6 +95,25 @@ export function isToolResultError(result: unknown): boolean {
   return normalized === "error" || normalized === "timeout";
 }
 
+export function extractToolErrorMessage(result: unknown): string | undefined {
+  if (!result || typeof result !== "object") return undefined;
+  const record = result as Record<string, unknown>;
+  const fromDetails = extractErrorField(record.details);
+  if (fromDetails) return fromDetails;
+  const fromRoot = extractErrorField(record);
+  if (fromRoot) return fromRoot;
+  const text = extractToolResultText(result);
+  if (!text) return undefined;
+  try {
+    const parsed = JSON.parse(text) as unknown;
+    const fromJson = extractErrorField(parsed);
+    if (fromJson) return fromJson;
+  } catch {
+    // Fall through to first-line text fallback.
+  }
+  return normalizeToolErrorText(text);
+}
+
 export function extractMessagingToolSend(
   toolName: string,
   args: Record<string, unknown>,
diff --git a/src/agents/pi-embedded-subscribe.ts b/src/agents/pi-embedded-subscribe.ts
index a48fff665..489a95043 100644
--- a/src/agents/pi-embedded-subscribe.ts
+++ b/src/agents/pi-embedded-subscribe.ts
@@ -35,6 +35,7 @@ export function subscribeEmbeddedPiSession(params: SubscribeEmbeddedPiSessionPar
     toolMetas: [],
     toolMetaById: new Map(),
     toolSummaryById: new Set(),
+    lastToolError: undefined,
     blockReplyBreak: params.blockReplyBreak ?? "text_end",
     reasoningMode,
     includeReasoning: reasoningMode === "on",
@@ -380,6 +381,7 @@ export function subscribeEmbeddedPiSession(params: SubscribeEmbeddedPiSessionPar
     toolMetas.length = 0;
     toolMetaById.clear();
     toolSummaryById.clear();
+    state.lastToolError = undefined;
     messagingToolSentTexts.length = 0;
     messagingToolSentTextsNormalized.length = 0;
     messagingToolSentTargets.length = 0;
@@ -425,6 +427,7 @@ export function subscribeEmbeddedPiSession(params: SubscribeEmbeddedPiSessionPar
     // Used to suppress agent's confirmation text (e.g., "Respondi no Telegram!")
     // which is generated AFTER the tool sends the actual answer.
     didSendViaMessagingTool: () => messagingToolSentTexts.length > 0,
+    getLastToolError: () => (state.lastToolError ? { ...state.lastToolError } : undefined),
     waitForCompactionRetry: () => {
       if (state.compactionInFlight || state.pendingCompactionRetry > 0) {
         ensureCompactionPromise();