diff --git a/plexpy/datafactory.py b/plexpy/datafactory.py
index 3bab202a..c5390f27 100644
--- a/plexpy/datafactory.py
+++ b/plexpy/datafactory.py
@@ -1259,8 +1259,11 @@ class DataFactory(object):
                     'GROUP BY rating_key' % where
             results = monitor_db.select(query, args=args)
 
-            for cloudinary_info in results:
-                helpers.delete_from_cloudinary(rating_key=cloudinary_info['rating_key'])
+            if delete_all:
+                helpers.delete_from_cloudinary(delete_all=delete_all)
+            else:
+                for cloudinary_info in results:
+                    helpers.delete_from_cloudinary(rating_key=cloudinary_info['rating_key'])
 
             logger.info(u"Tautulli DataFactory :: Deleting Cloudinary info%s from the database."
                         % log_msg)
diff --git a/plexpy/helpers.py b/plexpy/helpers.py
index ba92e658..340282da 100644
--- a/plexpy/helpers.py
+++ b/plexpy/helpers.py
@@ -818,7 +818,7 @@ def upload_to_cloudinary(img_data, img_title='', rating_key='', fallback=''):
     try:
         response = upload('data:image/png;base64,{}'.format(base64.b64encode(img_data)),
                           public_id='{}_{}'.format(fallback, rating_key),
-                          tags=[fallback, str(rating_key)],
+                          tags=['tautulli', fallback, str(rating_key)],
                           context={'title': img_title.encode('utf-8'), 'rating_key': str(rating_key), 'fallback': fallback})
         logger.debug(u"Tautulli Helpers :: Image '{}' ({}) uploaded to Cloudinary.".format(img_title, fallback))
         img_url = response.get('url', '')
@@ -828,7 +828,7 @@ def upload_to_cloudinary(img_data, img_title='', rating_key='', fallback=''):
     return img_url
 
 
-def delete_from_cloudinary(rating_key):
+def delete_from_cloudinary(rating_key=None, delete_all=False):
     """ Deletes an image from Cloudinary """
     if not plexpy.CONFIG.CLOUDINARY_CLOUD_NAME or not plexpy.CONFIG.CLOUDINARY_API_KEY or not plexpy.CONFIG.CLOUDINARY_API_SECRET:
         logger.error(u"Tautulli Helpers :: Cannot delete image from Cloudinary. Cloudinary settings not specified in the settings.")
@@ -840,9 +840,15 @@ def delete_from_cloudinary(rating_key):
         api_secret=plexpy.CONFIG.CLOUDINARY_API_SECRET
     )
 
-    delete_resources_by_tag(str(rating_key))
+    if delete_all:
+        delete_resources_by_tag('tautulli')
+        logger.debug(u"Tautulli Helpers :: Deleted all images from Cloudinary.")
+    elif rating_key:
+        delete_resources_by_tag(str(rating_key))
+        logger.debug(u"Tautulli Helpers :: Deleted images from Cloudinary with rating_key {}.".format(rating_key))
+    else:
+        logger.debug(u"Tautulli Helpers :: Failed to deleted images from Cloudinary: No rating_key provided.")
 
-    logger.debug(u"Tautulli Helpers :: Deleted images from Cloudinary with rating_key {}.".format(rating_key))
     return True