diff --git a/extensions/nextcloud-talk/src/inbound.ts b/extensions/nextcloud-talk/src/inbound.ts
index c5220837c6d..9309e3ac0da 100644
--- a/extensions/nextcloud-talk/src/inbound.ts
+++ b/extensions/nextcloud-talk/src/inbound.ts
@@ -64,7 +64,8 @@ export async function handleNextcloudTalkInbound(params: {
   });
 
   const rawBody = message.text?.trim() ?? "";
-  if (!rawBody) {
+  const hasMedia = (message.mediaUrls?.length ?? 0) > 0;
+  if (!rawBody && !hasMedia) {
     return;
   }
 
@@ -273,6 +274,7 @@ export async function handleNextcloudTalkInbound(params: {
     Provider: CHANNEL_ID,
     Surface: CHANNEL_ID,
     WasMentioned: isGroup ? wasMentioned : undefined,
+    MediaUrls: message.mediaUrls,
     MessageSid: message.messageId,
     Timestamp: message.timestamp,
     OriginatingChannel: CHANNEL_ID,
diff --git a/extensions/nextcloud-talk/src/monitor.attachment.test.ts b/extensions/nextcloud-talk/src/monitor.attachment.test.ts
new file mode 100644
index 00000000000..c7e4b0a5336
--- /dev/null
+++ b/extensions/nextcloud-talk/src/monitor.attachment.test.ts
@@ -0,0 +1,232 @@
+import { describe, expect, it, vi } from "vitest";
+import { startWebhookServer } from "./monitor.test-harness.js";
+import { generateNextcloudTalkSignature } from "./signature.js";
+import type { NextcloudTalkInboundMessage } from "./types.js";
+
+const SECRET = "nextcloud-secret"; // pragma: allowlist secret
+
+function createSignedRequest(objectOverrides: Record<string, unknown>) {
+  const payload = {
+    type: "Create",
+    actor: { type: "Person", id: "alice", name: "Alice" },
+    object: {
+      type: "Note",
+      id: "msg-1",
+      name: "",
+      content: "",
+      mediaType: "text/plain",
+      ...objectOverrides,
+    },
+    target: { type: "Collection", id: "room-1", name: "Room 1" },
+  };
+  const body = JSON.stringify(payload);
+  const { random, signature } = generateNextcloudTalkSignature({ body, secret: SECRET });
+  return {
+    body,
+    headers: {
+      "content-type": "application/json",
+      "x-nextcloud-talk-random": random,
+      "x-nextcloud-talk-signature": signature,
+      "x-nextcloud-talk-backend": "https://nextcloud.example",
+    },
+  };
+}
+
+describe("nextcloud-talk webhook attachment parsing", () => {
+  it("parses file share rich object into displayText and mediaUrls", async () => {
+    const received: NextcloudTalkInboundMessage[] = [];
+    const harness = await startWebhookServer({
+      path: "/attachment-test",
+      onMessage: async (msg) => {
+        received.push(msg);
+      },
+    });
+
+    const richContent = JSON.stringify({
+      message: "{file}",
+      parameters: {
+        file: {
+          type: "file",
+          id: "12345",
+          name: "IMG_123.jpg",
+          path: "Talk/IMG_123.jpg",
+          link: "https://cloud.example.com/f/12345",
+          mimetype: "image/jpeg",
+        },
+      },
+    });
+
+    const { body, headers } = createSignedRequest({ content: richContent });
+    const res = await fetch(harness.webhookUrl, { method: "POST", headers, body });
+
+    expect(res.status).toBe(200);
+    expect(received).toHaveLength(1);
+    expect(received[0].text).toBe("IMG_123.jpg");
+    expect(received[0].mediaUrls).toEqual(["https://cloud.example.com/f/12345"]);
+  });
+
+  it("returns undefined mediaUrls for regular text messages", async () => {
+    const received: NextcloudTalkInboundMessage[] = [];
+    const harness = await startWebhookServer({
+      path: "/attachment-text",
+      onMessage: async (msg) => {
+        received.push(msg);
+      },
+    });
+
+    const { body, headers } = createSignedRequest({
+      name: "hello world",
+      content: "hello world",
+    });
+    const res = await fetch(harness.webhookUrl, { method: "POST", headers, body });
+
+    expect(res.status).toBe(200);
+    expect(received).toHaveLength(1);
+    expect(received[0].text).toBe("hello world");
+    expect(received[0].mediaUrls).toBeUndefined();
+  });
+
+  it("falls back to raw content for malformed JSON in object.content", async () => {
+    const received: NextcloudTalkInboundMessage[] = [];
+    const harness = await startWebhookServer({
+      path: "/attachment-malformed",
+      onMessage: async (msg) => {
+        received.push(msg);
+      },
+    });
+
+    const { body, headers } = createSignedRequest({ content: "not json {{{" });
+    const res = await fetch(harness.webhookUrl, { method: "POST", headers, body });
+
+    expect(res.status).toBe(200);
+    expect(received).toHaveLength(1);
+    expect(received[0].text).toBe("not json {{{");
+    expect(received[0].mediaUrls).toBeUndefined();
+  });
+
+  it("uses object.name as fallback when object.content is empty", async () => {
+    const received: NextcloudTalkInboundMessage[] = [];
+    const harness = await startWebhookServer({
+      path: "/attachment-name-fallback",
+      onMessage: async (msg) => {
+        received.push(msg);
+      },
+    });
+
+    const { body, headers } = createSignedRequest({
+      content: "",
+      name: "fallback text",
+    });
+    const res = await fetch(harness.webhookUrl, { method: "POST", headers, body });
+
+    expect(res.status).toBe(200);
+    expect(received).toHaveLength(1);
+    expect(received[0].text).toBe("fallback text");
+    expect(received[0].mediaUrls).toBeUndefined();
+  });
+
+  it("resolves displayText for non-file rich objects (mentions) without populating mediaUrls", async () => {
+    const received: NextcloudTalkInboundMessage[] = [];
+    const harness = await startWebhookServer({
+      path: "/attachment-mention",
+      onMessage: async (msg) => {
+        received.push(msg);
+      },
+    });
+
+    const mentionContent = JSON.stringify({
+      message: "{mention} joined the room",
+      parameters: {
+        mention: {
+          type: "user",
+          id: "alice",
+          name: "Alice",
+        },
+      },
+    });
+
+    const { body, headers } = createSignedRequest({ content: mentionContent });
+    const res = await fetch(harness.webhookUrl, { method: "POST", headers, body });
+
+    expect(res.status).toBe(200);
+    expect(received).toHaveLength(1);
+    expect(received[0].text).toBe("Alice joined the room");
+    expect(received[0].mediaUrls).toBeUndefined();
+  });
+
+  it("rejects non-http(s) URLs in file parameters", async () => {
+    const received: NextcloudTalkInboundMessage[] = [];
+    const harness = await startWebhookServer({
+      path: "/attachment-bad-url",
+      onMessage: async (msg) => {
+        received.push(msg);
+      },
+    });
+
+    const maliciousContent = JSON.stringify({
+      message: "{file}",
+      parameters: {
+        file: {
+          type: "file",
+          id: "1",
+          name: "passwd",
+          path: "Talk/passwd",
+          link: "file:///etc/passwd",
+          mimetype: "text/plain",
+        },
+      },
+    });
+
+    const { body, headers } = createSignedRequest({ content: maliciousContent });
+    const res = await fetch(harness.webhookUrl, { method: "POST", headers, body });
+
+    expect(res.status).toBe(200);
+    expect(received).toHaveLength(1);
+    // displayText still resolves but malicious URL is not in mediaUrls
+    expect(received[0].text).toBe("passwd");
+    expect(received[0].mediaUrls).toBeUndefined();
+  });
+
+  it("handles multiple file attachments in a single message", async () => {
+    const received: NextcloudTalkInboundMessage[] = [];
+    const harness = await startWebhookServer({
+      path: "/attachment-multi",
+      onMessage: async (msg) => {
+        received.push(msg);
+      },
+    });
+
+    const multiContent = JSON.stringify({
+      message: "{file1} and {file2}",
+      parameters: {
+        file1: {
+          type: "file",
+          id: "1",
+          name: "photo1.jpg",
+          path: "Talk/photo1.jpg",
+          link: "https://cloud.example.com/f/1",
+          mimetype: "image/jpeg",
+        },
+        file2: {
+          type: "file",
+          id: "2",
+          name: "photo2.jpg",
+          path: "Talk/photo2.jpg",
+          link: "https://cloud.example.com/f/2",
+          mimetype: "image/jpeg",
+        },
+      },
+    });
+
+    const { body, headers } = createSignedRequest({ content: multiContent });
+    const res = await fetch(harness.webhookUrl, { method: "POST", headers, body });
+
+    expect(res.status).toBe(200);
+    expect(received).toHaveLength(1);
+    expect(received[0].text).toBe("photo1.jpg and photo2.jpg");
+    expect(received[0].mediaUrls).toEqual([
+      "https://cloud.example.com/f/1",
+      "https://cloud.example.com/f/2",
+    ]);
+  });
+});
diff --git a/extensions/nextcloud-talk/src/monitor.live-integration.test.ts b/extensions/nextcloud-talk/src/monitor.live-integration.test.ts
new file mode 100644
index 00000000000..754754c724d
--- /dev/null
+++ b/extensions/nextcloud-talk/src/monitor.live-integration.test.ts
@@ -0,0 +1,168 @@
+/**
+ * Live integration test: fire real signed NC Talk webhook payloads at the
+ * patched server and assert the full parsing pipeline works end-to-end.
+ */
+import { describe, expect, it } from "vitest";
+import { startWebhookServer } from "./monitor.test-harness.js";
+import { generateNextcloudTalkSignature } from "./signature.js";
+import type { NextcloudTalkInboundMessage } from "./types.js";
+
+const SECRET = "test-secret-live"; // pragma: allowlist secret
+
+function signed(objectOverrides: Record<string, unknown>) {
+  const payload = {
+    type: "Create",
+    actor: { type: "Person", id: "testuser", name: "Alice" },
+    object: {
+      type: "Note",
+      id: "msg-1",
+      name: "",
+      content: "",
+      mediaType: "text/plain",
+      ...objectOverrides,
+    },
+    target: { type: "Collection", id: "room-abc", name: "Test Room" },
+  };
+  const body = JSON.stringify(payload);
+  const { random, signature } = generateNextcloudTalkSignature({ body, secret: SECRET });
+  return {
+    body,
+    headers: {
+      "content-type": "application/json",
+      "x-nextcloud-talk-random": random,
+      "x-nextcloud-talk-signature": signature,
+      "x-nextcloud-talk-backend": "https://nextcloud.example",
+    },
+  };
+}
+
+describe("live integration: NC Talk attachment parsing pipeline", () => {
+  it("file share: text=filename, mediaUrls=[https link]", async () => {
+    const msgs: NextcloudTalkInboundMessage[] = [];
+    const h = await startWebhookServer({
+      path: "/live-1",
+      secret: SECRET,
+      onMessage: async (m) => {
+        msgs.push(m);
+      },
+    });
+    const content = JSON.stringify({
+      message: "{file}",
+      parameters: {
+        file: {
+          type: "file",
+          id: "42",
+          name: "chart.png",
+          path: "Talk/chart.png",
+          link: "https://cloud.example.com/f/42",
+          mimetype: "image/png",
+        },
+      },
+    });
+    const { body, headers } = signed({ content });
+    await fetch(h.webhookUrl, { method: "POST", headers, body });
+    expect(msgs[0].text).toBe("chart.png");
+    expect(msgs[0].mediaUrls).toEqual(["https://cloud.example.com/f/42"]);
+  });
+
+  it("mention: text resolved, mediaUrls=undefined", async () => {
+    const msgs: NextcloudTalkInboundMessage[] = [];
+    const h = await startWebhookServer({
+      path: "/live-2",
+      secret: SECRET,
+      onMessage: async (m) => {
+        msgs.push(m);
+      },
+    });
+    const content = JSON.stringify({
+      message: "{mention} sent a message",
+      parameters: { mention: { type: "user", id: "testuser", name: "Alice" } },
+    });
+    const { body, headers } = signed({ content });
+    await fetch(h.webhookUrl, { method: "POST", headers, body });
+    expect(msgs[0].text).toBe("Alice sent a message");
+    expect(msgs[0].mediaUrls).toBeUndefined();
+  });
+
+  it("plain text: no regression, mediaUrls=undefined", async () => {
+    const msgs: NextcloudTalkInboundMessage[] = [];
+    const h = await startWebhookServer({
+      path: "/live-3",
+      secret: SECRET,
+      onMessage: async (m) => {
+        msgs.push(m);
+      },
+    });
+    const { body, headers } = signed({ content: "Hello from Alice", name: "Hello from Alice" });
+    await fetch(h.webhookUrl, { method: "POST", headers, body });
+    expect(msgs[0].text).toBe("Hello from Alice");
+    expect(msgs[0].mediaUrls).toBeUndefined();
+  });
+
+  it("malicious file:// URL: text resolved, mediaUrls=undefined", async () => {
+    const msgs: NextcloudTalkInboundMessage[] = [];
+    const h = await startWebhookServer({
+      path: "/live-4",
+      secret: SECRET,
+      onMessage: async (m) => {
+        msgs.push(m);
+      },
+    });
+    const content = JSON.stringify({
+      message: "{file}",
+      parameters: {
+        file: {
+          type: "file",
+          id: "1",
+          name: "passwd",
+          path: "Talk/passwd",
+          link: "file:///etc/passwd",
+          mimetype: "text/plain",
+        },
+      },
+    });
+    const { body, headers } = signed({ content });
+    await fetch(h.webhookUrl, { method: "POST", headers, body });
+    expect(msgs[0].text).toBe("passwd");
+    expect(msgs[0].mediaUrls).toBeUndefined();
+  });
+
+  it("multi-file: both links in mediaUrls, text has both names", async () => {
+    const msgs: NextcloudTalkInboundMessage[] = [];
+    const h = await startWebhookServer({
+      path: "/live-5",
+      secret: SECRET,
+      onMessage: async (m) => {
+        msgs.push(m);
+      },
+    });
+    const content = JSON.stringify({
+      message: "{f1} and {f2}",
+      parameters: {
+        f1: {
+          type: "file",
+          id: "1",
+          name: "photo1.jpg",
+          path: "Talk/photo1.jpg",
+          link: "https://cloud.example.com/f/1",
+          mimetype: "image/jpeg",
+        },
+        f2: {
+          type: "file",
+          id: "2",
+          name: "photo2.jpg",
+          path: "Talk/photo2.jpg",
+          link: "https://cloud.example.com/f/2",
+          mimetype: "image/jpeg",
+        },
+      },
+    });
+    const { body, headers } = signed({ content });
+    await fetch(h.webhookUrl, { method: "POST", headers, body });
+    expect(msgs[0].text).toBe("photo1.jpg and photo2.jpg");
+    expect(msgs[0].mediaUrls).toEqual([
+      "https://cloud.example.com/f/1",
+      "https://cloud.example.com/f/2",
+    ]);
+  });
+});
diff --git a/extensions/nextcloud-talk/src/monitor.ts b/extensions/nextcloud-talk/src/monitor.ts
index b40024e5eb0..51f5d3b9660 100644
--- a/extensions/nextcloud-talk/src/monitor.ts
+++ b/extensions/nextcloud-talk/src/monitor.ts
@@ -149,11 +149,82 @@ function decodeWebhookCreateMessage(params: {
   return { kind: "message", message: payloadToInboundMessage(payload) };
 }
 
+interface RichObjectFileParam {
+  type: string;
+  id?: string;
+  name?: string;
+  path?: string;
+  link?: string;
+  mimetype?: string;
+}
+
+interface RichObjectContent {
+  message: string;
+  parameters: Record<string, unknown>;
+}
+
+function parseRichObjectContent(
+  content: string,
+): { displayText: string; mediaUrls?: string[] } | null {
+  let parsed: RichObjectContent;
+  try {
+    const raw = JSON.parse(content) as unknown;
+    if (
+      typeof raw !== "object" ||
+      raw === null ||
+      typeof (raw as Record<string, unknown>).message !== "string" ||
+      typeof (raw as Record<string, unknown>).parameters !== "object" ||
+      (raw as Record<string, unknown>).parameters === null
+    ) {
+      return null;
+    }
+    parsed = raw as RichObjectContent;
+  } catch {
+    return null;
+  }
+
+  const mediaUrls: string[] = [];
+  let displayText = parsed.message;
+  let hadPlaceholders = false;
+
+  for (const [key, value] of Object.entries(parsed.parameters)) {
+    const param = value as RichObjectFileParam;
+    // Only accept http(s) URLs to prevent file:// or javascript: injection
+    if (
+      param?.type === "file" &&
+      typeof param.link === "string" &&
+      /^https?:\/\//i.test(param.link)
+    ) {
+      mediaUrls.push(param.link);
+    }
+    const placeholder = `{${key}}`;
+    if (displayText.includes(placeholder)) {
+      hadPlaceholders = true;
+      const fileName = typeof param?.name === "string" && param.name ? param.name : key;
+      // Use replaceAll to handle duplicate placeholders
+      displayText = displayText.replaceAll(placeholder, fileName);
+    }
+  }
+
+  // Return if we have files OR if we resolved any placeholders (non-file rich objects
+  // like mentions, deck cards, polls — don't discard their resolved displayText)
+  if (mediaUrls.length === 0 && !hadPlaceholders) {
+    return null;
+  }
+
+  return {
+    displayText: displayText.trim(),
+    mediaUrls: mediaUrls.length > 0 ? mediaUrls : undefined,
+  };
+}
+
 function payloadToInboundMessage(
   payload: NextcloudTalkWebhookPayload,
 ): NextcloudTalkInboundMessage {
   // Payload doesn't indicate DM vs room; mark as group and let inbound handler refine.
   const isGroupChat = true;
+  const rawContent = payload.object.content || payload.object.name || "";
+  const richObject = rawContent ? parseRichObjectContent(rawContent) : null;
 
   return {
     messageId: String(payload.object.id),
@@ -161,8 +232,9 @@ function payloadToInboundMessage(
     roomName: payload.target.name,
     senderId: payload.actor.id,
     senderName: payload.actor.name ?? "",
-    text: payload.object.content || payload.object.name || "",
+    text: richObject?.displayText ?? rawContent,
     mediaType: payload.object.mediaType || "text/plain",
+    mediaUrls: richObject?.mediaUrls,
     timestamp: Date.now(),
     isGroupChat,
   };
diff --git a/extensions/nextcloud-talk/src/types.ts b/extensions/nextcloud-talk/src/types.ts
index a7f2dc38ab0..1cd5428ceca 100644
--- a/extensions/nextcloud-talk/src/types.ts
+++ b/extensions/nextcloud-talk/src/types.ts
@@ -151,6 +151,7 @@ export type NextcloudTalkInboundMessage = {
   senderName: string;
   text: string;
   mediaType: string;
+  mediaUrls?: string[];
   timestamp: number;
   isGroupChat: boolean;
 };