diff --git a/README.md b/README.md
index 5a43f8325..35ea35a87 100644
--- a/README.md
+++ b/README.md
@@ -32,6 +32,7 @@ start the workers:
 ```
 STACK=prod python -m workers.diffsworker -D
 STACK=prod python -m workers.dockerfilebuild -D
+STACK=prod python -m workers.webhookworker -D
 ```
 
 bouncing the servers:
diff --git a/data/queue.py b/data/queue.py
index e88c56a94..ef0026e52 100644
--- a/data/queue.py
+++ b/data/queue.py
@@ -56,7 +56,9 @@ class WorkQueue(object):
   def complete(self, completed_item):
     completed_item.delete_instance()
 
-  def incomplete(self, incomplete_item):
+  def incomplete(self, incomplete_item, retry_after=300):
+    retry_date = datetime.now() + timedelta(seconds=retry_after)
+    incomplete_item.available_after = retry_date
     incomplete_item.available = True
     incomplete_item.save()
 
diff --git a/endpoints/index.py b/endpoints/index.py
index 0fb1ad990..1fa05197a 100644
--- a/endpoints/index.py
+++ b/endpoints/index.py
@@ -6,6 +6,7 @@ from flask import request, make_response, jsonify, abort
 from functools import wraps
 
 from data import model
+from data.queue import webhook_queue
 from app import app, mixpanel
 from auth.auth import (process_auth, get_authenticated_user,
                        get_validated_token)
@@ -178,18 +179,39 @@ def update_images(namespace, repository):
   permission = ModifyRepositoryPermission(namespace, repository)
 
   if permission.can():
-    repository = model.get_repository(namespace, repository)
-    if not repository:
+    repo = model.get_repository(namespace, repository)
+    if not repo:
       # Make sure the repo actually exists.
       abort(404)
 
     image_with_checksums = json.loads(request.data)
 
+    updated_tags = {}
     for image in image_with_checksums:
       logger.debug('Setting checksum for image id: %s to %s' %
                    (image['id'], image['checksum']))
+      updated_tags[image['Tag']] = image['id']
       model.set_image_checksum(image['id'], repository, image['checksum'])
 
+    # Generate a job for each webhook that has been added to this repo
+    webhooks = model.list_webhooks(namespace, repository)
+    for webhook in webhooks:
+      webhook_data = json.loads(webhook.parameters)
+      repo_string = '%s/%s' % (namespace, repository)
+      logger.debug('Creating webhook for repository \'%s\' for url \'%s\'' %
+                   (repo_string, webhook_data['url']))
+      webhook_data['payload'] = {
+        'repository': repo_string,
+        'namespace': namespace,
+        'name': repository,
+        'docker_url': 'quay.io/%s' % repo_string,
+        'homepage': 'https://quay.io/repository/%s' % repo_string,
+        'visibility': repo.visibility.name,
+        'updated_tags': updated_tags,
+        'pushed_image_count': len(image_with_checksums), 
+      }
+      webhook_queue.put(json.dumps(webhook_data))
+
     return make_response('Updated', 204)
 
   abort(403)
diff --git a/workers/webhookworker.py b/workers/webhookworker.py
index 73e549138..575c11f41 100644
--- a/workers/webhookworker.py
+++ b/workers/webhookworker.py
@@ -2,6 +2,7 @@ import logging
 import daemon
 import argparse
 import requests
+import json
 
 from data.queue import webhook_queue
 from workers.worker import Worker
@@ -20,9 +21,10 @@ class WebhookWorker(Worker):
   def process_queue_item(self, job_details):
     url = job_details['url']
     payload = job_details['payload']
+    headers = {'Content-type': 'application/json'}
 
     try:
-      resp = requests.post(url, data=payload)
+      resp = requests.post(url, data=json.dumps(payload), headers=headers)
       if resp.status_code/100 != 2:
         logger.error('%s response for webhook to url: %s' % (resp.status_code,
                                                              url))