diff --git a/frontend/src/Settings/Notifications/Notifications/EditNotificationModalContent.js b/frontend/src/Settings/Notifications/Notifications/EditNotificationModalContent.js
index 0b993942a..fa24f65a5 100644
--- a/frontend/src/Settings/Notifications/Notifications/EditNotificationModalContent.js
+++ b/frontend/src/Settings/Notifications/Notifications/EditNotificationModalContent.js
@@ -44,6 +44,7 @@ function EditNotificationModalContent(props) {
     onRename,
     onSeriesDelete,
     onEpisodeFileDelete,
+    onEpisodeFileDeleteForUpgrade,
     onHealthIssue,
     supportsOnGrab,
     supportsOnDownload,
@@ -51,6 +52,7 @@ function EditNotificationModalContent(props) {
     supportsOnRename,
     supportsOnSeriesDelete,
     supportsOnEpisodeFileDelete,
+    supportsOnEpisodeFileDeleteForUpgrade,
     supportsOnHealthIssue,
     includeHealthWarnings,
     tags,
@@ -180,6 +182,23 @@ function EditNotificationModalContent(props) {
                 />
               </FormGroup>
 
+              {
+                onEpisodeFileDelete.value ?
+                  <FormGroup>
+                    <FormLabel>On Episode File Delete For Upgrade</FormLabel>
+
+                    <FormInputGroup
+                      type={inputTypes.CHECK}
+                      name="onEpisodeFileDeleteForUpgrade"
+                      helpText="Be notified when episode files are deleted for upgrades"
+                      isDisabled={!supportsOnEpisodeFileDeleteForUpgrade.value}
+                      {...onEpisodeFileDeleteForUpgrade}
+                      onChange={onInputChange}
+                    />
+                  </FormGroup> :
+                  null
+              }
+
               <FormGroup>
                 <FormLabel>On Health Issue</FormLabel>
 
diff --git a/frontend/src/Settings/Notifications/Notifications/Notification.js b/frontend/src/Settings/Notifications/Notifications/Notification.js
index 3460f611c..7b317d313 100644
--- a/frontend/src/Settings/Notifications/Notifications/Notification.js
+++ b/frontend/src/Settings/Notifications/Notifications/Notification.js
@@ -60,6 +60,7 @@ class Notification extends Component {
       onRename,
       onSeriesDelete,
       onEpisodeFileDelete,
+      onEpisodeFileDeleteForUpgrade,
       onHealthIssue,
       supportsOnGrab,
       supportsOnDownload,
@@ -67,6 +68,7 @@ class Notification extends Component {
       supportsOnRename,
       supportsOnSeriesDelete,
       supportsOnEpisodeFileDelete,
+      supportsOnEpisodeFileDeleteForUpgrade,
       supportsOnHealthIssue
     } = this.props;
 
@@ -136,6 +138,14 @@ class Notification extends Component {
             null
         }
 
+        {
+          supportsOnEpisodeFileDeleteForUpgrade && onEpisodeFileDelete && onEpisodeFileDeleteForUpgrade ?
+            <Label kind={kinds.SUCCESS}>
+              On Episode File Delete For Upgrade
+            </Label> :
+            null
+        }
+
         {
           !onGrab && !onDownload && !onRename && !onHealthIssue && !onSeriesDelete && !onEpisodeFileDelete ?
             <Label
@@ -177,11 +187,13 @@ Notification.propTypes = {
   onRename: PropTypes.bool.isRequired,
   onSeriesDelete: PropTypes.bool.isRequired,
   onEpisodeFileDelete: PropTypes.bool.isRequired,
+  onEpisodeFileDeleteForUpgrade: PropTypes.bool.isRequired,
   onHealthIssue: PropTypes.bool.isRequired,
   supportsOnGrab: PropTypes.bool.isRequired,
   supportsOnDownload: PropTypes.bool.isRequired,
   supportsOnSeriesDelete: PropTypes.bool.isRequired,
   supportsOnEpisodeFileDelete: PropTypes.bool.isRequired,
+  supportsOnEpisodeFileDeleteForUpgrade: PropTypes.bool.isRequired,
   supportsOnUpgrade: PropTypes.bool.isRequired,
   supportsOnRename: PropTypes.bool.isRequired,
   supportsOnHealthIssue: PropTypes.bool.isRequired,
diff --git a/frontend/src/Store/Actions/Settings/notifications.js b/frontend/src/Store/Actions/Settings/notifications.js
index 1737772a6..d89986266 100644
--- a/frontend/src/Store/Actions/Settings/notifications.js
+++ b/frontend/src/Store/Actions/Settings/notifications.js
@@ -108,6 +108,7 @@ export default {
         selectedSchema.onRename = selectedSchema.supportsOnRename;
         selectedSchema.OnSeriesDelete = selectedSchema.supportsOnSeriesDelete;
         selectedSchema.OnEpisodeFileDelete = selectedSchema.supportsOnEpisodeFileDelete;
+        selectedSchema.OnEpisodeFileDeleteForUpgrade = selectedSchema.supportsOnEpisodeFileDeleteForUpgrade;
 
         return selectedSchema;
       });
diff --git a/src/NzbDrone.Core.Test/NotificationTests/NotificationBaseFixture.cs b/src/NzbDrone.Core.Test/NotificationTests/NotificationBaseFixture.cs
index 1e094ff8c..3d5388eaa 100644
--- a/src/NzbDrone.Core.Test/NotificationTests/NotificationBaseFixture.cs
+++ b/src/NzbDrone.Core.Test/NotificationTests/NotificationBaseFixture.cs
@@ -116,6 +116,7 @@ namespace NzbDrone.Core.Test.NotificationTests
             notification.SupportsOnRename.Should().BeTrue();
             notification.SupportsOnSeriesDelete.Should().BeTrue();
             notification.SupportsOnEpisodeFileDelete.Should().BeTrue();
+            notification.SupportsOnEpisodeFileDeleteForUpgrade.Should().BeTrue();
             notification.SupportsOnHealthIssue.Should().BeTrue();
         }
 
@@ -131,6 +132,7 @@ namespace NzbDrone.Core.Test.NotificationTests
             notification.SupportsOnRename.Should().BeFalse();
             notification.SupportsOnSeriesDelete.Should().BeFalse();
             notification.SupportsOnEpisodeFileDelete.Should().BeFalse();
+            notification.SupportsOnEpisodeFileDeleteForUpgrade.Should().BeFalse();
             notification.SupportsOnHealthIssue.Should().BeFalse();
         }
     }
diff --git a/src/NzbDrone.Core/Datastore/Migration/153_add_on_episodefiledelete_for_upgrade.cs b/src/NzbDrone.Core/Datastore/Migration/153_add_on_episodefiledelete_for_upgrade.cs
new file mode 100644
index 000000000..d006e2429
--- /dev/null
+++ b/src/NzbDrone.Core/Datastore/Migration/153_add_on_episodefiledelete_for_upgrade.cs
@@ -0,0 +1,15 @@
+using FluentMigrator;
+using NzbDrone.Core.Datastore.Migration.Framework;
+
+namespace NzbDrone.Core.Datastore.Migration
+{
+    [Migration(153)]
+    public class add_on_episodefiledelete_for_upgrade : NzbDroneMigrationBase
+    {
+        protected override void MainDbUpgrade()
+        {
+            Alter.Table("Notifications").AddColumn("OnEpisodeFileDeleteForUpgrade").AsBoolean().WithDefaultValue(1);
+        }
+    }
+}
+
diff --git a/src/NzbDrone.Core/Datastore/TableMapping.cs b/src/NzbDrone.Core/Datastore/TableMapping.cs
index 7ac30d1b6..5f56f890f 100644
--- a/src/NzbDrone.Core/Datastore/TableMapping.cs
+++ b/src/NzbDrone.Core/Datastore/TableMapping.cs
@@ -76,6 +76,7 @@ namespace NzbDrone.Core.Datastore
                   .Ignore(i => i.SupportsOnRename)
                   .Ignore(i => i.SupportsOnSeriesDelete)
                   .Ignore(i => i.SupportsOnEpisodeFileDelete)
+                  .Ignore(i => i.SupportsOnEpisodeFileDeleteForUpgrade)
                   .Ignore(i => i.SupportsOnHealthIssue);
 
             Mapper.Entity<MetadataDefinition>().RegisterDefinition("Metadata")
diff --git a/src/NzbDrone.Core/Notifications/CustomScript/CustomScript.cs b/src/NzbDrone.Core/Notifications/CustomScript/CustomScript.cs
index e74938495..8a830887f 100644
--- a/src/NzbDrone.Core/Notifications/CustomScript/CustomScript.cs
+++ b/src/NzbDrone.Core/Notifications/CustomScript/CustomScript.cs
@@ -135,6 +135,7 @@ namespace NzbDrone.Core.Notifications.CustomScript
             var environmentVariables = new StringDictionary();
 
             environmentVariables.Add("Sonarr_EventType", "EpisodeFileDelete");
+            environmentVariables.Add("Sonarr_EpisodeFile_DeleteReason", deleteMessage.Reason.ToString());
             environmentVariables.Add("Sonarr_Series_Id", series.Id.ToString());
             environmentVariables.Add("Sonarr_Series_Title", series.Title);
             environmentVariables.Add("Sonarr_Series_Path", series.Path);
diff --git a/src/NzbDrone.Core/Notifications/INotification.cs b/src/NzbDrone.Core/Notifications/INotification.cs
index dc7379f4d..bb982dcc6 100644
--- a/src/NzbDrone.Core/Notifications/INotification.cs
+++ b/src/NzbDrone.Core/Notifications/INotification.cs
@@ -20,6 +20,7 @@ namespace NzbDrone.Core.Notifications
         bool SupportsOnRename { get; }
         bool SupportsOnSeriesDelete { get; }
         bool SupportsOnEpisodeFileDelete { get; }
+        bool SupportsOnEpisodeFileDeleteForUpgrade { get; }
         bool SupportsOnHealthIssue { get; }
     }
 }
diff --git a/src/NzbDrone.Core/Notifications/NotificationBase.cs b/src/NzbDrone.Core/Notifications/NotificationBase.cs
index 63b7505b9..34ec5111b 100644
--- a/src/NzbDrone.Core/Notifications/NotificationBase.cs
+++ b/src/NzbDrone.Core/Notifications/NotificationBase.cs
@@ -75,6 +75,7 @@ namespace NzbDrone.Core.Notifications
         public bool SupportsOnUpgrade => SupportsOnDownload;
         public bool SupportsOnSeriesDelete => HasConcreteImplementation("OnSeriesDelete");
         public bool SupportsOnEpisodeFileDelete => HasConcreteImplementation("OnEpisodeFileDelete");
+        public bool SupportsOnEpisodeFileDeleteForUpgrade => SupportsOnEpisodeFileDelete;
         public bool SupportsOnHealthIssue => HasConcreteImplementation("OnHealthIssue");
 
         protected TSettings Settings => (TSettings)Definition.Settings;
diff --git a/src/NzbDrone.Core/Notifications/NotificationDefinition.cs b/src/NzbDrone.Core/Notifications/NotificationDefinition.cs
index a444ecee4..c5d9f23c7 100644
--- a/src/NzbDrone.Core/Notifications/NotificationDefinition.cs
+++ b/src/NzbDrone.Core/Notifications/NotificationDefinition.cs
@@ -10,6 +10,7 @@ namespace NzbDrone.Core.Notifications
         public bool OnRename { get; set; }
         public bool OnSeriesDelete { get; set; }
         public bool OnEpisodeFileDelete { get; set; }
+        public bool OnEpisodeFileDeleteForUpgrade { get; set; }
         public bool OnHealthIssue { get; set; }
         public bool SupportsOnGrab { get; set; }
         public bool SupportsOnDownload { get; set; }
@@ -17,9 +18,10 @@ namespace NzbDrone.Core.Notifications
         public bool SupportsOnRename { get; set; }
         public bool SupportsOnSeriesDelete { get; set; }
         public bool SupportsOnEpisodeFileDelete { get; set; }
+        public bool SupportsOnEpisodeFileDeleteForUpgrade { get; set; }
         public bool SupportsOnHealthIssue { get; set; }
         public bool IncludeHealthWarnings { get; set; }
 
-        public override bool Enable => OnGrab || OnDownload || (OnDownload && OnUpgrade) || OnSeriesDelete || OnEpisodeFileDelete  || OnHealthIssue;
+        public override bool Enable => OnGrab || OnDownload || (OnDownload && OnUpgrade) || OnSeriesDelete || OnEpisodeFileDelete || OnEpisodeFileDeleteForUpgrade || OnHealthIssue;
     }
 }
diff --git a/src/NzbDrone.Core/Notifications/NotificationFactory.cs b/src/NzbDrone.Core/Notifications/NotificationFactory.cs
index 882734cad..5591ea4dc 100644
--- a/src/NzbDrone.Core/Notifications/NotificationFactory.cs
+++ b/src/NzbDrone.Core/Notifications/NotificationFactory.cs
@@ -15,6 +15,7 @@ namespace NzbDrone.Core.Notifications
         List<INotification> OnRenameEnabled();
         List<INotification> OnSeriesDeleteEnabled();
         List<INotification> OnEpisodeFileDeleteEnabled();
+        List<INotification> OnEpisodeFileDeleteForUpgradeEnabled();
         List<INotification> OnHealthIssueEnabled();
     }
 
@@ -55,6 +56,10 @@ namespace NzbDrone.Core.Notifications
             return GetAvailableProviders().Where(n => ((NotificationDefinition)n.Definition).OnEpisodeFileDelete).ToList();
         }
 
+        public List<INotification> OnEpisodeFileDeleteForUpgradeEnabled()
+        {
+            return GetAvailableProviders().Where(n => ((NotificationDefinition)n.Definition).OnEpisodeFileDeleteForUpgrade).ToList();
+        }
         public List<INotification> OnHealthIssueEnabled()
         {
             return GetAvailableProviders().Where(n => ((NotificationDefinition)n.Definition).OnHealthIssue).ToList();
@@ -70,6 +75,7 @@ namespace NzbDrone.Core.Notifications
             definition.SupportsOnRename = provider.SupportsOnRename;
             definition.SupportsOnSeriesDelete = provider.SupportsOnSeriesDelete;
             definition.SupportsOnEpisodeFileDelete = provider.SupportsOnEpisodeFileDelete;
+            definition.SupportsOnEpisodeFileDeleteForUpgrade = provider.SupportsOnEpisodeFileDeleteForUpgrade;
             definition.SupportsOnHealthIssue = provider.SupportsOnHealthIssue;
         }
     }
diff --git a/src/NzbDrone.Core/Notifications/NotificationService.cs b/src/NzbDrone.Core/Notifications/NotificationService.cs
index 1d4467d06..a7c2c676c 100644
--- a/src/NzbDrone.Core/Notifications/NotificationService.cs
+++ b/src/NzbDrone.Core/Notifications/NotificationService.cs
@@ -205,9 +205,12 @@ namespace NzbDrone.Core.Notifications
             {
                 try
                 {
-                    if (ShouldHandleSeries(notification.Definition, deleteMessage.EpisodeFile.Series))
+                    if (message.Reason != MediaFiles.DeleteMediaFileReason.Upgrade || ((NotificationDefinition)notification.Definition).OnEpisodeFileDeleteForUpgrade)
                     {
-                        notification.OnEpisodeFileDelete(deleteMessage);
+                        if (ShouldHandleSeries(notification.Definition, deleteMessage.EpisodeFile.Series))
+                        {
+                            notification.OnEpisodeFileDelete(deleteMessage);
+                        }
                     }
                 }
                 catch (Exception ex)
diff --git a/src/NzbDrone.Core/Notifications/Webhook/Webhook.cs b/src/NzbDrone.Core/Notifications/Webhook/Webhook.cs
index 823d4e30b..352d37599 100644
--- a/src/NzbDrone.Core/Notifications/Webhook/Webhook.cs
+++ b/src/NzbDrone.Core/Notifications/Webhook/Webhook.cs
@@ -82,7 +82,8 @@ namespace NzbDrone.Core.Notifications.Webhook
             {
                 EventType = WebhookEventType.EpisodeFileDelete,
                 Series = new WebhookSeries(deleteMessage.Series),
-                Episodes = deleteMessage.EpisodeFile.Episodes.Value.ConvertAll(x => new WebhookEpisode(x))
+                Episodes = deleteMessage.EpisodeFile.Episodes.Value.ConvertAll(x => new WebhookEpisode(x)),
+                DeleteReason = deleteMessage.Reason                
             };
 
             _proxy.SendWebhook(payload, Settings);
diff --git a/src/NzbDrone.Core/Notifications/Webhook/WebhookEpisodeDeletePayload.cs b/src/NzbDrone.Core/Notifications/Webhook/WebhookEpisodeDeletePayload.cs
index 6dec9ea80..acc8b7824 100644
--- a/src/NzbDrone.Core/Notifications/Webhook/WebhookEpisodeDeletePayload.cs
+++ b/src/NzbDrone.Core/Notifications/Webhook/WebhookEpisodeDeletePayload.cs
@@ -1,4 +1,5 @@
 using System.Collections.Generic;
+using NzbDrone.Core.MediaFiles;
 
 namespace NzbDrone.Core.Notifications.Webhook
 {
@@ -6,6 +7,7 @@ namespace NzbDrone.Core.Notifications.Webhook
     {
         public WebhookSeries Series { get; set; }
         public List<WebhookEpisode> Episodes { get; set; }
+        public DeleteMediaFileReason DeleteReason { get; set; }
     }
 }
 
diff --git a/src/Sonarr.Api.V3/Notifications/NotificationResource.cs b/src/Sonarr.Api.V3/Notifications/NotificationResource.cs
index 5568201ab..14126750c 100644
--- a/src/Sonarr.Api.V3/Notifications/NotificationResource.cs
+++ b/src/Sonarr.Api.V3/Notifications/NotificationResource.cs
@@ -11,6 +11,7 @@ namespace Sonarr.Api.V3.Notifications
         public bool OnRename { get; set; }
         public bool OnSeriesDelete { get; set; }
         public bool OnEpisodeFileDelete { get; set; }
+        public bool OnEpisodeFileDeleteForUpgrade { get; set; }
         public bool OnHealthIssue { get; set; }
         public bool SupportsOnGrab { get; set; }
         public bool SupportsOnDownload { get; set; }
@@ -18,6 +19,7 @@ namespace Sonarr.Api.V3.Notifications
         public bool SupportsOnRename { get; set; }
         public bool SupportsOnSeriesDelete { get; set; }
         public bool SupportsOnEpisodeFileDelete { get; set; }
+        public bool SupportsOnEpisodeFileDeleteForUpgrade { get; set; }
         public bool SupportsOnHealthIssue { get; set; }
         public bool IncludeHealthWarnings { get; set; }
         public string TestCommand { get; set; }
@@ -37,6 +39,7 @@ namespace Sonarr.Api.V3.Notifications
             resource.OnRename = definition.OnRename;
             resource.OnSeriesDelete = definition.OnSeriesDelete;
             resource.OnEpisodeFileDelete = definition.OnEpisodeFileDelete;
+            resource.OnEpisodeFileDeleteForUpgrade = definition.OnEpisodeFileDeleteForUpgrade;
             resource.OnHealthIssue = definition.OnHealthIssue;
             resource.SupportsOnGrab = definition.SupportsOnGrab;
             resource.SupportsOnDownload = definition.SupportsOnDownload;
@@ -44,6 +47,7 @@ namespace Sonarr.Api.V3.Notifications
             resource.SupportsOnRename = definition.SupportsOnRename;
             resource.SupportsOnSeriesDelete = definition.SupportsOnSeriesDelete;
             resource.SupportsOnEpisodeFileDelete = definition.SupportsOnEpisodeFileDelete;
+            resource.SupportsOnEpisodeFileDeleteForUpgrade = definition.SupportsOnEpisodeFileDeleteForUpgrade;
             resource.SupportsOnHealthIssue = definition.SupportsOnHealthIssue;
             resource.IncludeHealthWarnings = definition.IncludeHealthWarnings;
 
@@ -62,6 +66,7 @@ namespace Sonarr.Api.V3.Notifications
             definition.OnRename = resource.OnRename;
             definition.OnSeriesDelete = resource.OnSeriesDelete;
             definition.OnEpisodeFileDelete = resource.OnEpisodeFileDelete;
+            definition.OnEpisodeFileDeleteForUpgrade = resource.OnEpisodeFileDeleteForUpgrade;
             definition.OnHealthIssue = resource.OnHealthIssue;
             definition.SupportsOnGrab = resource.SupportsOnGrab;
             definition.SupportsOnDownload = resource.SupportsOnDownload;
@@ -69,6 +74,7 @@ namespace Sonarr.Api.V3.Notifications
             definition.SupportsOnRename = resource.SupportsOnRename;
             definition.SupportsOnSeriesDelete = resource.SupportsOnSeriesDelete;
             definition.SupportsOnEpisodeFileDelete = resource.SupportsOnEpisodeFileDelete;
+            definition.SupportsOnEpisodeFileDeleteForUpgrade = resource.SupportsOnEpisodeFileDeleteForUpgrade;
             definition.SupportsOnHealthIssue = resource.SupportsOnHealthIssue;
             definition.IncludeHealthWarnings = resource.IncludeHealthWarnings;