diff --git a/data/interfaces/default/newsletters_table.html b/data/interfaces/default/newsletters_table.html
index 0ef4883f..e28a85a7 100644
--- a/data/interfaces/default/newsletters_table.html
+++ b/data/interfaces/default/newsletters_table.html
@@ -9,6 +9,7 @@ Version:            0.1
 DOCUMENTATION :: END
 </%doc>
 
+<% from plexpy.newsletter_handler import NEWSLETTER_SCHED %>
 <ul class="stacked-configs list-unstyled">
     % for newsletter in sorted(newsletters_list, key=lambda k: (k['agent_label'], k['friendly_name'], k['id'])):
     <li class="newsletter-agent" data-id="${newsletter['id']}">
@@ -20,6 +21,14 @@ DOCUMENTATION :: END
             ${newsletter['agent_label']} &nbsp;<span class="friendly_name">(${newsletter['id']})</span>
             % endif
             <span class="toggle-right"><i class="fa fa-lg fa-cog"></i></span>
+            <span class="toggle-right friendly_name" id="newsletter-next_run-${newsletter['id']}">
+                % if NEWSLETTER_SCHED.get_job('newsletter-{}'.format(newsletter['id'])):
+                <% job = NEWSLETTER_SCHED.get_job('newsletter-{}'.format(newsletter['id'])) %>
+                <script>
+                    $("#newsletter-next_run-${newsletter['id']}").text(moment("${job.next_run_time}", "YYYY-MM-DD HH:mm:ssZ").fromNow())
+                </script>
+                % endif
+            </span>
         </span>
     </li>
     % endfor
diff --git a/plexpy/__init__.py b/plexpy/__init__.py
index 49a2e9f3..37bd13a5 100644
--- a/plexpy/__init__.py
+++ b/plexpy/__init__.py
@@ -41,6 +41,7 @@ import database
 import libraries
 import logger
 import mobile_app
+import newsletter_handler
 import notification_handler
 import notifiers
 import plextv
@@ -476,6 +477,9 @@ def start():
 
             analytics_event(category='system', action='start')
 
+        # Schedule newsletters
+        newsletter_handler.schedule_newsletters()
+
         _STARTED = True
 
 
diff --git a/plexpy/newsletter_handler.py b/plexpy/newsletter_handler.py
index d3031080..cffd59a3 100644
--- a/plexpy/newsletter_handler.py
+++ b/plexpy/newsletter_handler.py
@@ -27,16 +27,50 @@ import newsletters
 NEWSLETTER_SCHED = BackgroundScheduler()
 
 
-def schedule_newsletter(newsletter_id, func=None, remove_job=False, args=None, **kwargs):
-    if NEWSLETTER_SCHED.get_job(newsletter_id):
+def schedule_newsletters(newsletter_id=None):
+    with plexpy.SCHED_LOCK:
+
+        # Check if scheduler should be started
+        start_jobs = not len(NEWSLETTER_SCHED.get_jobs())
+
+        newsletters_list = newsletters.get_newsletters(newsletter_id=newsletter_id)
+
+        for newsletter in newsletters_list:
+            newsletter_job_name = '{} ({})'.format(newsletter['agent_label'],
+                                                   newsletter['friendly_name'] or newsletter['id'])
+
+            if newsletter['active']:
+                keys = ['minute', 'hour', 'day', 'month', 'day_of_week']
+                values = newsletter['cron'].split()
+                cron = {k: v for k, v in zip(keys, values)}
+
+                schedule_newsletter_job('newsletter-{}'.format(newsletter['id']), name=newsletter_job_name,
+                                        func=notify, args=[newsletter['id'], 'on_cron'], cron=newsletter['cron'])
+            else:
+                schedule_newsletter_job('newsletter-{}'.format(newsletter['id']), name=newsletter_job_name,
+                                        remove_job=True)
+
+        # Start scheduler
+        if start_jobs and len(NEWSLETTER_SCHED.get_jobs()):
+            try:
+                NEWSLETTER_SCHED.start()
+            except Exception as e:
+                logger.error(e)
+
+
+def schedule_newsletter_job(newsletter_job_id, name='', func=None, remove_job=False, args=None, cron=None):
+    if NEWSLETTER_SCHED.get_job(newsletter_job_id):
         if remove_job:
-            NEWSLETTER_SCHED.remove_job(newsletter_id)
+            NEWSLETTER_SCHED.remove_job(newsletter_job_id)
+            logger.info(u"Tautulli NewsletterHandler :: Removed newsletter schedule: %s" % newsletter_job_id)
         else:
             NEWSLETTER_SCHED.reschedule_job(
-                newsletter_id, args=args, trigger=CronTrigger(**kwargs))
+                newsletter_job_id, args=args, trigger=CronTrigger().from_crontab(cron))
+            logger.info(u"Tautulli NewsletterHandler :: Re-scheduled newsletter: %s" % name)
     elif not remove_job:
         NEWSLETTER_SCHED.add_job(
-            func, args=args, id=newsletter_id, trigger=CronTrigger(**kwargs))
+            func, args=args, id=newsletter_job_id, trigger=CronTrigger.from_crontab(cron))
+        logger.info(u"Tautulli NewsletterHandler :: Scheduled newsletter: %s" % name)
 
 
 def notify(newsletter_id=None, notify_action=None, **kwargs):
@@ -51,7 +85,7 @@ def notify(newsletter_id=None, notify_action=None, **kwargs):
         subject_string = kwargs.pop('subject', 'Tautulli Newsletter')
     else:
         # Get the subject string
-        subject_string = newsletter_config['subject']
+        subject_string = newsletter_config['email_config']['subject']
 
     newsletter_agent = newsletters.get_agent_class(agent_id=newsletter_config['agent_id'],
                                                    config=newsletter_config['config'],
diff --git a/plexpy/newsletters.py b/plexpy/newsletters.py
index 3e8ff6aa..6a0b14dc 100644
--- a/plexpy/newsletters.py
+++ b/plexpy/newsletters.py
@@ -27,6 +27,7 @@ import database
 import helpers
 import libraries
 import logger
+import newsletter_handler
 import notification_handler
 import pmsconnect
 from notification_handler import PILLOW, get_poster_info
@@ -92,7 +93,7 @@ def get_newsletters(newsletter_id=None):
 
     db = database.MonitorDatabase()
     result = db.select('SELECT id, agent_id, agent_name, agent_label, '
-                       'friendly_name, active FROM newsletters %s' % where, args=args)
+                       'friendly_name, cron, active FROM newsletters %s' % where, args=args)
 
     return result
 
@@ -220,6 +221,7 @@ def set_newsletter_config(newsletter_id=None, agent_id=None, **kwargs):
         db.upsert(table_name='newsletters', key_dict=keys, value_dict=values)
         logger.info(u"Tautulli Newsletters :: Updated newsletter agent: %s (newsletter_id %s)."
                     % (agent['label'], newsletter_id))
+        newsletter_handler.schedule_newsletters(newsletter_id=newsletter_id)
         return True
     except Exception as e:
         logger.warn(u"Tautulli Newsletters :: Unable to update newsletter agent: %s." % e)
diff --git a/plexpy/notification_handler.py b/plexpy/notification_handler.py
index ab0a80cb..e76e8d2a 100644
--- a/plexpy/notification_handler.py
+++ b/plexpy/notification_handler.py
@@ -1098,7 +1098,7 @@ def get_poster_info(poster_thumb='', poster_key='', poster_title='', art=False,
                 img = Image.open(poster_file)
                 img = img.convert("RGBA")
                 img = img.filter(ImageFilter.GaussianBlur(3))  # 3px blur
-                img.putalpha(102)  # 40% opacity
+                img.putalpha(64)  # 40% opacity
 
                 # Save as a png
                 poster_file_blur = os.path.join(plexpy.CONFIG.CACHE_DIR, 'cache-image-%s.png' % thread_name)