diff --git a/lemur/notifications/messaging.py b/lemur/notifications/messaging.py
index 919b73db..928febd6 100644
--- a/lemur/notifications/messaging.py
+++ b/lemur/notifications/messaging.py
@@ -140,12 +140,6 @@ def send_expiration_notifications(exclude):
                 notification_data.append(cert_data)
                 security_data.append(cert_data)
 
-            notification_recipient = get_plugin_option(
-                "recipients", notification.options
-            )
-            if notification_recipient:
-                notification_recipient = notification_recipient.split(",")
-
             if send_notification(
                 "expiration", notification_data, [owner], notification
             ):
@@ -153,10 +147,16 @@ def send_expiration_notifications(exclude):
             else:
                 failure += 1
 
+            notification_recipient = get_plugin_option(
+                "recipients", notification.options
+            )
+            if notification_recipient:
+                notification_recipient = notification_recipient.split(",")
+                # removing owner and security_email from notification_recipient
+                notification_recipient = [i for i in notification_recipient if i not in security_email and i != owner]
+
             if (
                 notification_recipient
-                and owner != notification_recipient
-                and security_email != notification_recipient
             ):
                 if send_notification(
                     "expiration",