diff --git a/frontend/src/Settings/Notifications/Notifications/Notification.js b/frontend/src/Settings/Notifications/Notifications/Notification.js
index 4ecf33047..a0f8fefa4 100644
--- a/frontend/src/Settings/Notifications/Notifications/Notification.js
+++ b/frontend/src/Settings/Notifications/Notifications/Notification.js
@@ -59,10 +59,12 @@ class Notification extends Component {
       onGrab,
       onHealthIssue,
       onHealthRestored,
+      onVipExpiration,
       onApplicationUpdate,
       supportsOnGrab,
       supportsOnHealthIssue,
       supportsOnHealthRestored,
+      supportsOnVipExpiration,
       supportsOnApplicationUpdate,
       tags,
       tagList
@@ -102,6 +104,14 @@ class Notification extends Component {
             null
         }
 
+        {
+          supportsOnVipExpiration && onVipExpiration ?
+            <Label kind={kinds.SUCCESS}>
+              {translate('OnVipExpiration')}
+            </Label> :
+            null
+        }
+
         {
           supportsOnApplicationUpdate && onApplicationUpdate ?
             <Label kind={kinds.SUCCESS}>
@@ -111,7 +121,7 @@ class Notification extends Component {
         }
 
         {
-          !onGrab && !onHealthIssue && !onHealthRestored && !onApplicationUpdate ?
+          !onGrab && !onHealthIssue && !onHealthRestored && !onVipExpiration && !onApplicationUpdate ?
             <Label
               kind={kinds.DISABLED}
               outline={true}
@@ -153,10 +163,12 @@ Notification.propTypes = {
   onGrab: PropTypes.bool.isRequired,
   onHealthIssue: PropTypes.bool.isRequired,
   onHealthRestored: PropTypes.bool.isRequired,
+  onVipExpiration: PropTypes.bool.isRequired,
   onApplicationUpdate: PropTypes.bool.isRequired,
   supportsOnGrab: PropTypes.bool.isRequired,
   supportsOnHealthIssue: PropTypes.bool.isRequired,
   supportsOnHealthRestored: PropTypes.bool.isRequired,
+  supportsOnVipExpiration: PropTypes.bool.isRequired,
   supportsOnApplicationUpdate: PropTypes.bool.isRequired,
   tags: PropTypes.arrayOf(PropTypes.number).isRequired,
   tagList: PropTypes.arrayOf(PropTypes.object).isRequired,
diff --git a/frontend/src/Settings/Notifications/Notifications/NotificationEventItems.js b/frontend/src/Settings/Notifications/Notifications/NotificationEventItems.js
index 1508b029f..4ba236083 100644
--- a/frontend/src/Settings/Notifications/Notifications/NotificationEventItems.js
+++ b/frontend/src/Settings/Notifications/Notifications/NotificationEventItems.js
@@ -18,11 +18,13 @@ function NotificationEventItems(props) {
     onGrab,
     onHealthIssue,
     onHealthRestored,
+    onVipExpiration,
     onApplicationUpdate,
     supportsOnGrab,
     includeManualGrabs,
     supportsOnHealthIssue,
     supportsOnHealthRestored,
+    supportsOnVipExpiration,
     includeHealthWarnings,
     supportsOnApplicationUpdate
   } = item;
@@ -83,6 +85,17 @@ function NotificationEventItems(props) {
             />
           </div>
 
+          <div>
+            <FormInputGroup
+              type={inputTypes.CHECK}
+              name="onVipExpiration"
+              helpText={translate('OnVipExpirationHelpText')}
+              isDisabled={!supportsOnVipExpiration.value}
+              {...onVipExpiration}
+              onChange={onInputChange}
+            />
+          </div>
+
           {
             (onHealthIssue.value || onHealthRestored.value) &&
               <div>
diff --git a/frontend/src/typings/Notification.ts b/frontend/src/typings/Notification.ts
index 63ea906c4..05991fbc5 100644
--- a/frontend/src/typings/Notification.ts
+++ b/frontend/src/typings/Notification.ts
@@ -16,11 +16,13 @@ interface Notification extends ModelBase {
   onGrab: boolean;
   onHealthIssue: boolean;
   onHealthRestored: boolean;
+  onVipExpiration: boolean;
   includeHealthWarnings: boolean;
   onApplicationUpdate: boolean;
   supportsOnGrab: boolean;
   supportsOnHealthIssue: boolean;
   supportsOnHealthRestored: boolean;
+  supportsOnVipExpiration: boolean;
   supportsOnApplicationUpdate: boolean;
   fields: Field[];
   implementationName: string;
diff --git a/src/NzbDrone.Core/Datastore/Migration/044_vip_expiration_notification.cs b/src/NzbDrone.Core/Datastore/Migration/044_vip_expiration_notification.cs
new file mode 100644
index 000000000..1b88eac77
--- /dev/null
+++ b/src/NzbDrone.Core/Datastore/Migration/044_vip_expiration_notification.cs
@@ -0,0 +1,14 @@
+using FluentMigrator;
+using NzbDrone.Core.Datastore.Migration.Framework;
+
+namespace NzbDrone.Core.Datastore.Migration
+{
+    [Migration(044)]
+    public class vip_expiration_notification : NzbDroneMigrationBase
+    {
+        protected override void MainDbUpgrade()
+        {
+            Alter.Table("Notifications").AddColumn("OnVipExpiration").AsBoolean().NotNullable().WithDefaultValue(false);
+        }
+    }
+}
diff --git a/src/NzbDrone.Core/Datastore/TableMapping.cs b/src/NzbDrone.Core/Datastore/TableMapping.cs
index 637f61b99..c914ccacd 100644
--- a/src/NzbDrone.Core/Datastore/TableMapping.cs
+++ b/src/NzbDrone.Core/Datastore/TableMapping.cs
@@ -70,6 +70,7 @@ public static void Map()
                   .Ignore(i => i.SupportsOnGrab)
                   .Ignore(i => i.SupportsOnHealthIssue)
                   .Ignore(i => i.SupportsOnHealthRestored)
+                  .Ignore(i => i.SupportsOnVipExpiration)
                   .Ignore(i => i.SupportsOnApplicationUpdate);
 
             Mapper.Entity<IndexerProxyDefinition>("IndexerProxies").RegisterModel()
diff --git a/src/NzbDrone.Core/Localization/Core/en.json b/src/NzbDrone.Core/Localization/Core/en.json
index a789c6046..a552006aa 100644
--- a/src/NzbDrone.Core/Localization/Core/en.json
+++ b/src/NzbDrone.Core/Localization/Core/en.json
@@ -548,6 +548,8 @@
   "OnHealthRestored": "On Health Restored",
   "OnHealthRestoredHelpText": "On Health Restored",
   "OnLatestVersion": "The latest version of {appName} is already installed",
+  "OnVipExpiration": "On VIP Expiration",
+  "OnVipExpirationHelpText": "On VIP Expiration",
   "Open": "Open",
   "OpenBrowserOnStart": "Open browser on start",
   "OpenThisModal": "Open This Modal",
diff --git a/src/NzbDrone.Core/Notifications/NotificationDefinition.cs b/src/NzbDrone.Core/Notifications/NotificationDefinition.cs
index 67dcefe11..24f19eed1 100644
--- a/src/NzbDrone.Core/Notifications/NotificationDefinition.cs
+++ b/src/NzbDrone.Core/Notifications/NotificationDefinition.cs
@@ -6,15 +6,17 @@ public class NotificationDefinition : ProviderDefinition
     {
         public bool OnHealthIssue { get; set; }
         public bool OnHealthRestored { get; set; }
+        public bool OnVipExpiration { get; set; }
         public bool OnApplicationUpdate { get; set; }
         public bool OnGrab { get; set; }
         public bool SupportsOnGrab { get; set; }
         public bool IncludeManualGrabs { get; set; }
         public bool SupportsOnHealthIssue { get; set; }
         public bool SupportsOnHealthRestored { get; set; }
+        public bool SupportsOnVipExpiration { get; set; }
         public bool IncludeHealthWarnings { get; set; }
         public bool SupportsOnApplicationUpdate { get; set; }
 
-        public override bool Enable => OnHealthIssue || OnHealthRestored || OnApplicationUpdate || OnGrab;
+        public override bool Enable => OnHealthIssue || OnHealthRestored || OnVipExpiration || OnApplicationUpdate || OnGrab;
     }
 }
diff --git a/src/NzbDrone.Core/Notifications/NotificationFactory.cs b/src/NzbDrone.Core/Notifications/NotificationFactory.cs
index 824aae0b5..bc48777bc 100644
--- a/src/NzbDrone.Core/Notifications/NotificationFactory.cs
+++ b/src/NzbDrone.Core/Notifications/NotificationFactory.cs
@@ -13,6 +13,7 @@ public interface INotificationFactory : IProviderFactory<INotification, Notifica
         List<INotification> OnGrabEnabled(bool filterBlockedNotifications = true);
         List<INotification> OnHealthIssueEnabled(bool filterBlockedNotifications = true);
         List<INotification> OnHealthRestoredEnabled(bool filterBlockedNotifications = true);
+        List<INotification> OnVipExpirationEnabled(bool filterBlockedNotifications = true);
         List<INotification> OnApplicationUpdateEnabled(bool filterBlockedNotifications = true);
     }
 
@@ -63,6 +64,16 @@ public List<INotification> OnHealthRestoredEnabled(bool filterBlockedNotificatio
             return GetAvailableProviders().Where(n => ((NotificationDefinition)n.Definition).OnHealthRestored).ToList();
         }
 
+        public List<INotification> OnVipExpirationEnabled(bool filterBlockedNotifications = true)
+        {
+            if (filterBlockedNotifications)
+            {
+                return FilterBlockedNotifications(GetAvailableProviders().Where(n => ((NotificationDefinition)n.Definition).OnVipExpiration)).ToList();
+            }
+
+            return GetAvailableProviders().Where(n => ((NotificationDefinition)n.Definition).OnVipExpiration).ToList();
+        }
+
         public List<INotification> OnApplicationUpdateEnabled(bool filterBlockedNotifications = true)
         {
             if (filterBlockedNotifications)
@@ -96,6 +107,7 @@ public override void SetProviderCharacteristics(INotification provider, Notifica
             definition.SupportsOnGrab = provider.SupportsOnGrab;
             definition.SupportsOnHealthIssue = provider.SupportsOnHealthIssue;
             definition.SupportsOnHealthRestored = provider.SupportsOnHealthRestored;
+            definition.SupportsOnVipExpiration = provider.SupportsOnHealthIssue;
             definition.SupportsOnApplicationUpdate = provider.SupportsOnApplicationUpdate;
         }
 
diff --git a/src/NzbDrone.Core/Notifications/NotificationService.cs b/src/NzbDrone.Core/Notifications/NotificationService.cs
index ab4473023..94f38e38c 100644
--- a/src/NzbDrone.Core/Notifications/NotificationService.cs
+++ b/src/NzbDrone.Core/Notifications/NotificationService.cs
@@ -1,8 +1,10 @@
 using System;
+using System.Collections.Generic;
 using System.Linq;
 using NLog;
 using NzbDrone.Common.Extensions;
 using NzbDrone.Core.HealthCheck;
+using NzbDrone.Core.HealthCheck.Checks;
 using NzbDrone.Core.Indexers;
 using NzbDrone.Core.Indexers.Events;
 using NzbDrone.Core.Messaging.Events;
@@ -40,6 +42,18 @@ private bool ShouldHandleHealthFailure(HealthCheck.HealthCheck healthCheck, bool
             };
         }
 
+        private bool ShouldHandleVipExpiration(HealthCheck.HealthCheck healthCheck)
+        {
+            return IsVipExpirationHealthCheck(healthCheck) &&
+                   ShouldHandleHealthFailure(healthCheck, true);
+        }
+
+        private bool IsVipExpirationHealthCheck(HealthCheck.HealthCheck healthCheck)
+        {
+            return healthCheck.Source == typeof(IndexerVIPCheck) ||
+                   healthCheck.Source == typeof(IndexerVIPExpiredCheck);
+        }
+
         private bool ShouldHandleOnGrab(GrabMessage message, bool includeManual)
         {
             return message.GrabTrigger switch
@@ -81,15 +95,33 @@ public void Handle(HealthCheckFailedEvent message)
                 return;
             }
 
-            foreach (var notification in _notificationFactory.OnHealthIssueEnabled())
+            var notified = new HashSet<int>();
+            var notifications = _notificationFactory.OnHealthIssueEnabled()
+                                                    .Concat(_notificationFactory.OnVipExpirationEnabled());
+
+            foreach (var notification in notifications)
             {
                 try
                 {
-                    if (ShouldHandleHealthFailure(message.HealthCheck, ((NotificationDefinition)notification.Definition).IncludeHealthWarnings))
+                    var definition = (NotificationDefinition)notification.Definition;
+
+                    var shouldHandleHealthIssue = definition.OnHealthIssue &&
+                                                  ShouldHandleHealthFailure(message.HealthCheck, definition.IncludeHealthWarnings);
+                    var shouldHandleVipExpiration = definition.OnVipExpiration &&
+                                                    ShouldHandleVipExpiration(message.HealthCheck);
+
+                    if (!shouldHandleHealthIssue && !shouldHandleVipExpiration)
                     {
-                        notification.OnHealthIssue(message.HealthCheck);
-                        _notificationStatusService.RecordSuccess(notification.Definition.Id);
+                        continue;
                     }
+
+                    if (!notified.Add(definition.Id))
+                    {
+                        continue;
+                    }
+
+                    notification.OnHealthIssue(message.HealthCheck);
+                    _notificationStatusService.RecordSuccess(notification.Definition.Id);
                 }
                 catch (Exception ex)
                 {
diff --git a/src/Prowlarr.Api.V1/Notifications/NotificationResource.cs b/src/Prowlarr.Api.V1/Notifications/NotificationResource.cs
index dcac3f6d4..39895d5ef 100644
--- a/src/Prowlarr.Api.V1/Notifications/NotificationResource.cs
+++ b/src/Prowlarr.Api.V1/Notifications/NotificationResource.cs
@@ -8,11 +8,13 @@ public class NotificationResource : ProviderResource<NotificationResource>
         public bool OnGrab { get; set; }
         public bool OnHealthIssue { get; set; }
         public bool OnHealthRestored { get; set; }
+        public bool OnVipExpiration { get; set; }
         public bool OnApplicationUpdate { get; set; }
         public bool SupportsOnGrab { get; set; }
         public bool IncludeManualGrabs { get; set; }
         public bool SupportsOnHealthIssue { get; set; }
         public bool SupportsOnHealthRestored { get; set; }
+        public bool SupportsOnVipExpiration { get; set; }
         public bool IncludeHealthWarnings { get; set; }
         public bool SupportsOnApplicationUpdate { get; set; }
         public string TestCommand { get; set; }
@@ -34,8 +36,10 @@ public override NotificationResource ToResource(NotificationDefinition definitio
             resource.IncludeManualGrabs = definition.IncludeManualGrabs;
             resource.OnHealthIssue = definition.OnHealthIssue;
             resource.OnHealthRestored = definition.OnHealthRestored;
+            resource.OnVipExpiration = definition.OnVipExpiration;
             resource.SupportsOnHealthIssue = definition.SupportsOnHealthIssue;
             resource.SupportsOnHealthRestored = definition.SupportsOnHealthRestored;
+            resource.SupportsOnVipExpiration = definition.SupportsOnVipExpiration;
             resource.IncludeHealthWarnings = definition.IncludeHealthWarnings;
             resource.OnApplicationUpdate = definition.OnApplicationUpdate;
             resource.SupportsOnApplicationUpdate = definition.SupportsOnApplicationUpdate;
@@ -57,8 +61,10 @@ public override NotificationDefinition ToModel(NotificationResource resource, No
             definition.IncludeManualGrabs = resource.IncludeManualGrabs;
             definition.OnHealthIssue = resource.OnHealthIssue;
             definition.OnHealthRestored = resource.OnHealthRestored;
+            definition.OnVipExpiration = resource.OnVipExpiration;
             definition.SupportsOnHealthIssue = resource.SupportsOnHealthIssue;
             definition.SupportsOnHealthRestored = resource.SupportsOnHealthRestored;
+            definition.SupportsOnVipExpiration = resource.SupportsOnVipExpiration;
             definition.IncludeHealthWarnings = resource.IncludeHealthWarnings;
             definition.OnApplicationUpdate = resource.OnApplicationUpdate;
             definition.SupportsOnApplicationUpdate = resource.SupportsOnApplicationUpdate;
diff --git a/src/Prowlarr.Api.V1/openapi.json b/src/Prowlarr.Api.V1/openapi.json
index 134d31d7d..c1ce9f55a 100644
--- a/src/Prowlarr.Api.V1/openapi.json
+++ b/src/Prowlarr.Api.V1/openapi.json
@@ -5683,6 +5683,9 @@
           "onHealthRestored": {
             "type": "boolean"
           },
+          "onVipExpiration": {
+            "type": "boolean"
+          },
           "onApplicationUpdate": {
             "type": "boolean"
           },
@@ -5698,6 +5701,9 @@
           "supportsOnHealthRestored": {
             "type": "boolean"
           },
+          "supportsOnVipExpiration": {
+            "type": "boolean"
+          },
           "includeHealthWarnings": {
             "type": "boolean"
           },
@@ -6353,4 +6359,4 @@
       "apikey": [ ]
     }
   ]
-}
\ No newline at end of file
+}