diff --git a/src/infra/outbound/deliver.hooks.test.ts b/src/infra/outbound/deliver.hooks.test.ts
new file mode 100644
index 000000000..c65a6eed8
--- /dev/null
+++ b/src/infra/outbound/deliver.hooks.test.ts
@@ -0,0 +1,193 @@
+import { describe, expect, it, vi, beforeEach, afterEach } from "vitest";
+import { deliverOutboundPayloads } from "./deliver.js";
+import type { MoltbotConfig } from "../../config/config.js";
+import {
+  initializeGlobalHookRunner,
+  resetGlobalHookRunner,
+} from "../../plugins/hook-runner-global.js";
+import { createPluginRegistry } from "../../plugins/registry.js";
+import type { ReplyPayload } from "../../auto-reply/types.js";
+import type { PluginRecord } from "../../plugins/types.js";
+
+// Mock the channel adapter loader
+vi.mock("../../channels/plugins/outbound/load.js", () => ({
+  loadChannelOutboundAdapter: vi.fn().mockImplementation(async (channel) => {
+    return {
+      sendText: vi.fn().mockResolvedValue({ channel, messageId: "msg-123" }),
+      sendMedia: vi.fn().mockResolvedValue({ channel, messageId: "msg-123" }),
+    };
+  }),
+}));
+
+describe("deliverOutboundPayloads hooks", () => {
+  const cfg = {
+    channels: {
+      telegram: { enabled: true },
+    },
+  } as MoltbotConfig;
+
+  // Mock plugin record for registration
+  const mockPluginRecord = {
+    id: "test-plugin",
+    name: "Test Plugin",
+    source: "test",
+    origin: "workspace",
+    enabled: true,
+    status: "loaded",
+    hookCount: 0,
+  } as PluginRecord;
+
+  const createTestRegistry = () => {
+    return createPluginRegistry({
+      logger: {
+        info: vi.fn(),
+        warn: vi.fn(),
+        error: vi.fn(),
+        debug: vi.fn(),
+      },
+      runtime: {} as any,
+    });
+  };
+
+  beforeEach(() => {
+    resetGlobalHookRunner();
+  });
+
+  afterEach(() => {
+    resetGlobalHookRunner();
+    vi.restoreAllMocks();
+  });
+
+  it("should ignore hooks when no runner is initialized", async () => {
+    // NOT initializing global hook runner
+
+    const payloads: ReplyPayload[] = [{ text: "hello" }];
+    const results = await deliverOutboundPayloads({
+      cfg,
+      channel: "telegram",
+      to: "123",
+      payloads,
+    });
+
+    expect(results).toHaveLength(1);
+    expect(results[0].messageId).toBe("msg-123");
+  });
+
+  it("should call message_sending hook", async () => {
+    const registryHelper = createTestRegistry();
+    const hookFn = vi.fn();
+
+    registryHelper.registerTypedHook(mockPluginRecord, "message_sending", hookFn);
+
+    initializeGlobalHookRunner(registryHelper.registry);
+
+    const payloads: ReplyPayload[] = [{ text: "hello" }];
+    await deliverOutboundPayloads({
+      cfg,
+      channel: "telegram",
+      to: "chat-123",
+      accountId: "acc-1",
+      payloads,
+    });
+
+    expect(hookFn).toHaveBeenCalledTimes(1);
+    expect(hookFn).toHaveBeenCalledWith(
+      expect.objectContaining({
+        content: "hello",
+        to: "chat-123",
+      }),
+      expect.objectContaining({
+        channelId: "telegram",
+        accountId: "acc-1",
+      }),
+    );
+  });
+
+  it("should allow message_sending hook to modify content", async () => {
+    const registryHelper = createTestRegistry();
+
+    registryHelper.registerTypedHook(mockPluginRecord, "message_sending", async (event) => ({
+      content: event.content + " world",
+    }));
+
+    initializeGlobalHookRunner(registryHelper.registry);
+
+    // We need to spy on the actual send function to verify the content
+    const { loadChannelOutboundAdapter } = await import("../../channels/plugins/outbound/load.js");
+    const sendTextMock = vi.fn().mockResolvedValue({ channel: "telegram", messageId: "msg-1" });
+
+    vi.mocked(loadChannelOutboundAdapter).mockResolvedValue({
+      sendText: sendTextMock,
+      sendMedia: vi.fn(),
+    } as any);
+
+    await deliverOutboundPayloads({
+      cfg,
+      channel: "telegram",
+      to: "123",
+      payloads: [{ text: "hello" }],
+    });
+
+    expect(sendTextMock).toHaveBeenCalledWith(
+      expect.objectContaining({
+        text: "hello world",
+      }),
+    );
+  });
+
+  it("should allow message_sending hook to cancel delivery", async () => {
+    const registryHelper = createTestRegistry();
+
+    registryHelper.registerTypedHook(mockPluginRecord, "message_sending", async () => ({
+      cancel: true,
+    }));
+
+    initializeGlobalHookRunner(registryHelper.registry);
+
+    const { loadChannelOutboundAdapter } = await import("../../channels/plugins/outbound/load.js");
+    const sendTextMock = vi.fn().mockResolvedValue({ channel: "telegram", messageId: "msg-1" });
+
+    vi.mocked(loadChannelOutboundAdapter).mockResolvedValue({
+      sendText: sendTextMock,
+      sendMedia: vi.fn(),
+    } as any);
+
+    const results = await deliverOutboundPayloads({
+      cfg,
+      channel: "telegram",
+      to: "123",
+      payloads: [{ text: "hello" }],
+    });
+
+    expect(results).toHaveLength(0);
+    expect(sendTextMock).not.toHaveBeenCalled();
+  });
+
+  it("should call message_sent hook after success", async () => {
+    const registryHelper = createTestRegistry();
+    const sentHook = vi.fn();
+
+    registryHelper.registerTypedHook(mockPluginRecord, "message_sent", sentHook);
+
+    initializeGlobalHookRunner(registryHelper.registry);
+
+    await deliverOutboundPayloads({
+      cfg,
+      channel: "telegram",
+      to: "chat-123",
+      payloads: [{ text: "hello" }],
+    });
+
+    expect(sentHook).toHaveBeenCalledTimes(1);
+    expect(sentHook).toHaveBeenCalledWith(
+      expect.objectContaining({
+        to: "chat-123",
+        content: "hello",
+        success: true,
+      }),
+      expect.objectContaining({
+        channelId: "telegram",
+      }),
+    );
+  });
+});
diff --git a/src/infra/outbound/deliver.ts b/src/infra/outbound/deliver.ts
index 1abbd3557..c016537ee 100644
--- a/src/infra/outbound/deliver.ts
+++ b/src/infra/outbound/deliver.ts
@@ -21,6 +21,8 @@ import {
   appendAssistantMessageToSessionTranscript,
   resolveMirroredTranscriptText,
 } from "../../config/sessions.js";
+import { getGlobalHookRunner } from "../../plugins/hook-runner-global.js";
+import { logVerbose } from "../../globals.js";
 import type { NormalizedOutboundPayload } from "./payloads.js";
 import { normalizeReplyPayloadsForDelivery } from "./payloads.js";
 import type { OutboundChannel } from "./targets.js";
@@ -312,12 +314,51 @@ export async function deliverOutboundPayloads(params: {
     };
   };
   const normalizedPayloads = normalizeReplyPayloadsForDelivery(payloads);
+  const hookRunner = getGlobalHookRunner();
+
   for (const payload of normalizedPayloads) {
     const payloadSummary: NormalizedOutboundPayload = {
       text: payload.text ?? "",
       mediaUrls: payload.mediaUrls ?? (payload.mediaUrl ? [payload.mediaUrl] : []),
       channelData: payload.channelData,
     };
+
+    if (hookRunner?.hasHooks("message_sending")) {
+      try {
+        const hookResult = await hookRunner.runMessageSending(
+          {
+            to,
+            content: payloadSummary.text,
+            metadata: {
+              channelData: payloadSummary.channelData,
+              mediaUrls: payloadSummary.mediaUrls,
+            },
+          },
+          {
+            channelId: channel,
+            accountId,
+            conversationId: to,
+          },
+        );
+
+        if (hookResult?.cancel) {
+          logVerbose("deliver: message cancelled by message_sending hook");
+          continue;
+        }
+
+        if (hookResult?.content !== undefined) {
+          payloadSummary.text = hookResult.content;
+          // Update original payload text as well since it might be used by sendPayload
+          payload.text = hookResult.content;
+        }
+      } catch (err) {
+        logVerbose(`deliver: message_sending hook failed: ${String(err)}`);
+      }
+    }
+
+    const startResultCount = results.length;
+    let deliveryError: string | undefined;
+
     try {
       throwIfAborted(abortSignal);
       params.onPayload?.(payloadSummary);
@@ -347,7 +388,29 @@ export async function deliverOutboundPayloads(params: {
       }
     } catch (err) {
       if (!params.bestEffort) throw err;
+      deliveryError = String(err);
       params.onError?.(err, payloadSummary);
+    } finally {
+      if (hookRunner?.hasHooks("message_sent")) {
+        const success = results.length > startResultCount;
+        void hookRunner
+          .runMessageSent(
+            {
+              to,
+              content: payloadSummary.text,
+              success,
+              error: deliveryError,
+            },
+            {
+              channelId: channel,
+              accountId,
+              conversationId: to,
+            },
+          )
+          .catch((err) => {
+            logVerbose(`deliver: message_sent hook failed: ${String(err)}`);
+          });
+      }
     }
   }
   if (params.mirror && results.length > 0) {