diff --git a/cron/scheduler.py b/cron/scheduler.py
index c2f52be0e..606a9ba7b 100644
--- a/cron/scheduler.py
+++ b/cron/scheduler.py
@@ -237,6 +237,10 @@ def _deliver_result(job: dict, content: str, adapters=None, loop=None) -> None:
     else:
         delivery_content = content
 
+    # Extract MEDIA: tags so attachments are forwarded as files, not raw text
+    from gateway.platforms.base import BasePlatformAdapter
+    media_files, cleaned_delivery_content = BasePlatformAdapter.extract_media(delivery_content)
+
     # Prefer the live adapter when the gateway is running — this supports E2EE
     # rooms (e.g. Matrix) where the standalone HTTP path cannot encrypt.
     runtime_adapter = (adapters or {}).get(platform)
@@ -264,7 +268,7 @@ def _deliver_result(job: dict, content: str, adapters=None, loop=None) -> None:
             )
 
     # Standalone path: run the async send in a fresh event loop (safe from any thread)
-    coro = _send_to_platform(platform, pconfig, chat_id, delivery_content, thread_id=thread_id)
+    coro = _send_to_platform(platform, pconfig, chat_id, cleaned_delivery_content, thread_id=thread_id, media_files=media_files)
     try:
         result = asyncio.run(coro)
     except RuntimeError:
@@ -275,7 +279,7 @@ def _deliver_result(job: dict, content: str, adapters=None, loop=None) -> None:
         coro.close()
         import concurrent.futures
         with concurrent.futures.ThreadPoolExecutor(max_workers=1) as pool:
-            future = pool.submit(asyncio.run, _send_to_platform(platform, pconfig, chat_id, delivery_content, thread_id=thread_id))
+            future = pool.submit(asyncio.run, _send_to_platform(platform, pconfig, chat_id, cleaned_delivery_content, thread_id=thread_id, media_files=media_files))
             result = future.result(timeout=30)
     except Exception as e:
         logger.error("Job '%s': delivery to %s:%s failed: %s", job["id"], platform_name, chat_id, e)
diff --git a/tests/cron/test_scheduler.py b/tests/cron/test_scheduler.py
index 00531d3c1..33f265de3 100644
--- a/tests/cron/test_scheduler.py
+++ b/tests/cron/test_scheduler.py
@@ -250,6 +250,33 @@ class TestDeliverResultWrapping:
         assert "Cronjob Response" not in sent_content
         assert "The agent cannot see" not in sent_content
 
+    def test_delivery_extracts_media_tags_before_send(self):
+        """Cron delivery should pass MEDIA attachments separately to the send helper."""
+        from gateway.config import Platform
+
+        pconfig = MagicMock()
+        pconfig.enabled = True
+        mock_cfg = MagicMock()
+        mock_cfg.platforms = {Platform.TELEGRAM: pconfig}
+
+        with patch("gateway.config.load_gateway_config", return_value=mock_cfg), \
+             patch("tools.send_message_tool._send_to_platform", new=AsyncMock(return_value={"success": True})) as send_mock, \
+             patch("cron.scheduler.load_config", return_value={"cron": {"wrap_response": False}}):
+            job = {
+                "id": "voice-job",
+                "deliver": "origin",
+                "origin": {"platform": "telegram", "chat_id": "123"},
+            }
+            _deliver_result(job, "Title\nMEDIA:/tmp/test-voice.ogg")
+
+        send_mock.assert_called_once()
+        args, kwargs = send_mock.call_args
+        # Text content should have MEDIA: tag stripped
+        assert "MEDIA:" not in args[3]
+        assert "Title" in args[3]
+        # Media files should be forwarded separately
+        assert kwargs["media_files"] == [("/tmp/test-voice.ogg", False)]
+
     def test_no_mirror_to_session_call(self):
         """Cron deliveries should NOT mirror into the gateway session."""
         from gateway.config import Platform