diff --git a/src/NzbDrone.Common/Instrumentation/NzbDroneLogger.cs b/src/NzbDrone.Common/Instrumentation/NzbDroneLogger.cs
index 7a05776ae..60373b991 100644
--- a/src/NzbDrone.Common/Instrumentation/NzbDroneLogger.cs
+++ b/src/NzbDrone.Common/Instrumentation/NzbDroneLogger.cs
@@ -99,7 +99,7 @@ namespace NzbDrone.Common.Instrumentation
             else
             {
                 dsn = RuntimeInfo.IsProduction
-                    ? "https://fed3f47e8bea4527831e96edfa02d495:8ed11e4878614d8e87b1e1b15d890dc9@sentry.sonarr.tv/8"
+                    ? "https://3e8a38b1a4df4de8b0453a724f5a1139:5a708dd75c724b32ae5128b6a895650f@sentry.sonarr.tv/8"
                     : "https://4ee3580e01d8407c96a7430fbc953512:5f2d07227a0b4fde99dea07041a3ff93@sentry.sonarr.tv/10";
             }
 
diff --git a/src/NzbDrone.Common/Instrumentation/Sentry/SentryDebounce.cs b/src/NzbDrone.Common/Instrumentation/Sentry/SentryDebounce.cs
index 5517b2dc2..942f3934a 100644
--- a/src/NzbDrone.Common/Instrumentation/Sentry/SentryDebounce.cs
+++ b/src/NzbDrone.Common/Instrumentation/Sentry/SentryDebounce.cs
@@ -29,5 +29,10 @@ namespace NzbDrone.Common.Instrumentation.Sentry
             _cache.Set(key, true, _ttl);
             return true;
         }
+
+        public void Clear()
+        {
+            _cache.Clear();
+        }
     }
 }
\ No newline at end of file
diff --git a/src/NzbDrone.Common/Instrumentation/Sentry/SentryTarget.cs b/src/NzbDrone.Common/Instrumentation/Sentry/SentryTarget.cs
index 8e3f7b6f7..6ec6fd1e4 100644
--- a/src/NzbDrone.Common/Instrumentation/Sentry/SentryTarget.cs
+++ b/src/NzbDrone.Common/Instrumentation/Sentry/SentryTarget.cs
@@ -1,6 +1,7 @@
 using System;
 using System.Collections.Generic;
 using System.Linq;
+using System.Net;
 using System.Threading;
 using NLog;
 using NLog.Common;
@@ -27,6 +28,8 @@ namespace NzbDrone.Common.Instrumentation.Sentry
         };
 
         private readonly SentryDebounce _debounce;
+        private bool _unauthorized;
+
 
         public SentryTarget(string dsn)
         {
@@ -37,6 +40,8 @@ namespace NzbDrone.Common.Instrumentation.Sentry
                 Release = BuildInfo.Release
             };
 
+            _client.ErrorOnCapture = OnError;
+
             _client.Tags.Add("osfamily", OsInfo.Os.ToString());
             _client.Tags.Add("runtime", PlatformInfo.Platform.ToString().ToLower());
             _client.Tags.Add("culture", Thread.CurrentThread.CurrentCulture.Name);
@@ -46,6 +51,24 @@ namespace NzbDrone.Common.Instrumentation.Sentry
             _debounce = new SentryDebounce();
         }
 
+        private void OnError(Exception ex)
+        {
+            var webException = ex as WebException;
+
+            if (webException != null)
+            {
+                var response = webException.Response as HttpWebResponse;
+                var statusCode = response?.StatusCode;
+                if (statusCode == HttpStatusCode.Unauthorized)
+                {
+                    _unauthorized = true;
+                    _debounce.Clear();
+                }
+            }
+
+            InternalLogger.Error(ex, "Unable to send error to Sentry");
+        }
+
         private static List<string> GetFingerPrint(LogEventInfo logEvent)
         {
             var fingerPrint = new List<string>
@@ -77,7 +100,7 @@ namespace NzbDrone.Common.Instrumentation.Sentry
             try
             {
                 // don't report non-critical events without exceptions
-                if (logEvent.Exception == null)
+                if (logEvent.Exception == null || _unauthorized)
                 {
                     return;
                 }
@@ -121,7 +144,7 @@ namespace NzbDrone.Common.Instrumentation.Sentry
             }
             catch (Exception e)
             {
-                InternalLogger.Error(e, "Unable to send Sentry request");
+                OnError(e);
             }
         }
     }