diff --git a/src/NzbDrone.Core/Notifications/Webhook/Webhook.cs b/src/NzbDrone.Core/Notifications/Webhook/Webhook.cs
index 1812b9f72..db9e862b9 100755
--- a/src/NzbDrone.Core/Notifications/Webhook/Webhook.cs
+++ b/src/NzbDrone.Core/Notifications/Webhook/Webhook.cs
@@ -26,7 +26,7 @@ public override void OnGrab(GrabMessage message)
 
             var payload = new WebhookGrabPayload
             {
-                EventType = "Grab",
+                EventType = WebhookEventType.Grab,
                 Movie = new WebhookMovie(message.Movie),
                 RemoteMovie = new WebhookRemoteMovie(remoteMovie),
                 Release = new WebhookRelease(quality, remoteMovie),
@@ -43,7 +43,7 @@ public override void OnDownload(DownloadMessage message)
 
             var payload = new WebhookImportPayload
             {
-                EventType = "Download",
+                EventType = WebhookEventType.Download,
                 Movie = new WebhookMovie(message.Movie),
                 RemoteMovie = new WebhookRemoteMovie(message.Movie),
                 MovieFile = new WebhookMovieFile(movieFile),
@@ -66,15 +66,29 @@ public override void OnDownload(DownloadMessage message)
 
         public override void OnMovieRename(Movie movie)
         {
-            var payload = new WebhookPayload
+            var payload = new WebhookRenamePayload
             {
-                EventType = "Rename",
+                EventType = WebhookEventType.Rename,
                 Movie = new WebhookMovie(movie)
             };
 
             _proxy.SendWebhook(payload, Settings);
         }
 
+        public override void OnHealthIssue(HealthCheck.HealthCheck healthCheck)
+        {
+            var payload = new WebhookHealthPayload
+                          {
+                              EventType = WebhookEventType.Health,
+                              Level = healthCheck.Type,
+                              Message = healthCheck.Message,
+                              Type = healthCheck.Source.Name,
+                              WikiUrl = healthCheck.WikiUrl?.ToString()
+                          };
+
+            _proxy.SendWebhook(payload, Settings);
+        }
+
         public override string Name => "Webhook";
 
         public override ValidationResult Test()
@@ -92,7 +106,7 @@ private ValidationFailure SendWebhookTest()
             {
                 var payload = new WebhookGrabPayload
                 {
-                    EventType = "Test",
+                    EventType = WebhookEventType.Test,
                     Movie = new WebhookMovie
                     {
                         Id = 1,
diff --git a/src/NzbDrone.Core/Notifications/Webhook/WebhookEventType.cs b/src/NzbDrone.Core/Notifications/Webhook/WebhookEventType.cs
new file mode 100644
index 000000000..8c7036d92
--- /dev/null
+++ b/src/NzbDrone.Core/Notifications/Webhook/WebhookEventType.cs
@@ -0,0 +1,17 @@
+using Newtonsoft.Json;
+using Newtonsoft.Json.Converters;
+using Newtonsoft.Json.Serialization;
+
+namespace NzbDrone.Core.Notifications.Webhook
+{
+    // TODO: In v4 this will likely be changed to the default camel case.
+    [JsonConverter(typeof(StringEnumConverter), converterParameters: typeof(DefaultNamingStrategy))]
+    public enum WebhookEventType
+    {
+        Test,
+        Grab,
+        Download,
+        Rename,
+        Health
+    }
+}
diff --git a/src/NzbDrone.Core/Notifications/Webhook/WebhookGrabPayload.cs b/src/NzbDrone.Core/Notifications/Webhook/WebhookGrabPayload.cs
index ab5a0424e..88abd5571 100755
--- a/src/NzbDrone.Core/Notifications/Webhook/WebhookGrabPayload.cs
+++ b/src/NzbDrone.Core/Notifications/Webhook/WebhookGrabPayload.cs
@@ -2,6 +2,7 @@ namespace NzbDrone.Core.Notifications.Webhook
 {
     public class WebhookGrabPayload : WebhookPayload
     {
+        public WebhookMovie Movie { get; set; }
         public WebhookRemoteMovie RemoteMovie { get; set; }
         public WebhookRelease Release { get; set; }
         public string DownloadClient { get; set; }
diff --git a/src/NzbDrone.Core/Notifications/Webhook/WebhookHealthPayload.cs b/src/NzbDrone.Core/Notifications/Webhook/WebhookHealthPayload.cs
new file mode 100644
index 000000000..0fb4f9a03
--- /dev/null
+++ b/src/NzbDrone.Core/Notifications/Webhook/WebhookHealthPayload.cs
@@ -0,0 +1,12 @@
+using NzbDrone.Core.HealthCheck;
+
+namespace NzbDrone.Core.Notifications.Webhook
+{
+    public class WebhookHealthPayload : WebhookPayload
+    {
+        public HealthCheckResult Level { get; set; }
+        public string Message { get; set; }
+        public string Type { get; set; }
+        public string WikiUrl { get; set; }
+    }
+}
diff --git a/src/NzbDrone.Core/Notifications/Webhook/WebhookImportPayload.cs b/src/NzbDrone.Core/Notifications/Webhook/WebhookImportPayload.cs
index e44a4564b..f1795837b 100755
--- a/src/NzbDrone.Core/Notifications/Webhook/WebhookImportPayload.cs
+++ b/src/NzbDrone.Core/Notifications/Webhook/WebhookImportPayload.cs
@@ -4,6 +4,7 @@ namespace NzbDrone.Core.Notifications.Webhook
 {
     public class WebhookImportPayload : WebhookPayload
     {
+        public WebhookMovie Movie { get; set; }
         public WebhookRemoteMovie RemoteMovie { get; set; }
         public WebhookMovieFile MovieFile { get; set; }
         public bool IsUpgrade { get; set; }
diff --git a/src/NzbDrone.Core/Notifications/Webhook/WebhookPayload.cs b/src/NzbDrone.Core/Notifications/Webhook/WebhookPayload.cs
index 91a936272..4b63a748e 100755
--- a/src/NzbDrone.Core/Notifications/Webhook/WebhookPayload.cs
+++ b/src/NzbDrone.Core/Notifications/Webhook/WebhookPayload.cs
@@ -2,7 +2,6 @@ namespace NzbDrone.Core.Notifications.Webhook
 {
     public class WebhookPayload
     {
-        public string EventType { get; set; }
-        public WebhookMovie Movie { get; set; }
+        public WebhookEventType EventType { get; set; }
     }
 }
diff --git a/src/NzbDrone.Core/Notifications/Webhook/WebhookRenamePayload.cs b/src/NzbDrone.Core/Notifications/Webhook/WebhookRenamePayload.cs
new file mode 100644
index 000000000..7f3d9fa8b
--- /dev/null
+++ b/src/NzbDrone.Core/Notifications/Webhook/WebhookRenamePayload.cs
@@ -0,0 +1,7 @@
+namespace NzbDrone.Core.Notifications.Webhook
+{
+    public class WebhookRenamePayload : WebhookPayload
+    {
+        public WebhookMovie Movie { get; set; }
+    }
+}