diff --git a/src/documents/signals/handlers.py b/src/documents/signals/handlers.py
index a8a8fa05e..02696579d 100644
--- a/src/documents/signals/handlers.py
+++ b/src/documents/signals/handlers.py
@@ -5,7 +5,6 @@ import shutil
 import httpx
 from celery import shared_task
 from celery import states
-from celery.exceptions import MaxRetriesExceededError
 from celery.signals import before_task_publish
 from celery.signals import task_failure
 from celery.signals import task_postrun
@@ -576,6 +575,8 @@ def run_workflows_updated(sender, document: Document, logging_group=None, **kwar
 
 @shared_task(
     retry_backoff=True,
+    autoretry_for=(httpx.HTTPStatusError,),
+    retry_kwargs={"max_retries": 3},
 )
 def send_webhook(url, data, headers, files):
     try:
@@ -588,16 +589,11 @@ def send_webhook(url, data, headers, files):
         logger.info(
             f"Webhook sent to {url}",
         )
-    except httpx.HTTPStatusError as e:
+    except Exception as e:
         logger.error(
-            f"Failed sending webhook to {url}: {e}",
+            f"Failed attempt sending webhook to {url}: {e}",
         )
-        try:
-            send_webhook.retry(exc=e, max_retries=3)
-        except MaxRetriesExceededError:
-            logger.error(
-                f"Max retries exceeded for webhook to {url}",
-            )
+        raise e
 
 
 def run_workflows(
diff --git a/src/documents/tests/test_workflows.py b/src/documents/tests/test_workflows.py
index b861672b5..972485d34 100644
--- a/src/documents/tests/test_workflows.py
+++ b/src/documents/tests/test_workflows.py
@@ -19,7 +19,6 @@ from documents.signals.handlers import send_webhook
 if TYPE_CHECKING:
     from django.db.models import QuerySet
 
-from celery.exceptions import MaxRetriesExceededError
 
 from documents import tasks
 from documents.data_models import ConsumableDocument
@@ -2539,8 +2538,7 @@ class TestWorkflows(
             self.assertIn(expected_str, cm.output[0])
 
     @mock.patch("httpx.post")
-    @mock.patch("documents.signals.handlers.send_webhook.retry")
-    def test_workflow_webhook_send_webhook_retry(self, mock_retry, mock_http):
+    def test_workflow_webhook_send_webhook_retry(self, mock_http):
         mock_http.return_value.raise_for_status = mock.Mock(
             side_effect=HTTPStatusError(
                 "Error",
@@ -2548,19 +2546,19 @@ class TestWorkflows(
                 response=mock.Mock(),
             ),
         )
-        mock_retry.side_effect = MaxRetriesExceededError("Max retries exceeded")
 
         with self.assertLogs("paperless.handlers") as cm:
-            send_webhook(
-                url="http://paperless-ngx.com",
-                data="Test message",
-                headers={},
-                files=None,
-            )
+            with self.assertRaises(HTTPStatusError):
+                send_webhook(
+                    url="http://paperless-ngx.com",
+                    data="Test message",
+                    headers={},
+                    files=None,
+                )
 
-            self.assertEqual(mock_retry.call_count, 1)
+                self.assertEqual(mock_http.call_count, 1)
 
-            expected_str = "Failed sending webhook to http://paperless-ngx.com"
-            expected_str2 = "Max retries exceeded"
-            self.assertIn(expected_str, cm.output[0])
-            self.assertIn(expected_str2, cm.output[1])
+                expected_str = (
+                    "Failed attempt sending webhook to http://paperless-ngx.com"
+                )
+                self.assertIn(expected_str, cm.output[0])