diff --git a/Wino.Core/Synchronizers/BaseSynchronizer.cs b/Wino.Core/Synchronizers/BaseSynchronizer.cs
index 5ad8c098..be42895a 100644
--- a/Wino.Core/Synchronizers/BaseSynchronizer.cs
+++ b/Wino.Core/Synchronizers/BaseSynchronizer.cs
@@ -149,7 +149,11 @@ namespace Wino.Core.Synchronizers
                 await synchronizationSemaphore.WaitAsync(activeSynchronizationCancellationToken);
 
                 // Let servers to finish their job. Sometimes the servers doesn't respond immediately.
-                if (options.Type == SynchronizationType.ExecuteRequests)
+                // TODO: Outlook sends back the deleted Draft. Might be a bug in the graph API or in Wino.
+
+                var hasSendDraftRequest = batches.Any(a => a is BatchSendDraftRequestRequest);
+
+                if (hasSendDraftRequest && DelaySendOperationSynchronization())
                 {
                     await Task.Delay(2000);
                 }
@@ -311,6 +315,7 @@ namespace Wino.Core.Synchronizers
             return options;
         }
 
+        public virtual bool DelaySendOperationSynchronization() => false;
         public virtual IEnumerable<IRequestBundle<TBaseRequest>> Move(BatchMoveRequest request) => throw new NotSupportedException(string.Format(Translator.Exception_UnsupportedSynchronizerOperation, this.GetType()));
         public virtual IEnumerable<IRequestBundle<TBaseRequest>> ChangeFlag(BatchChangeFlagRequest request) => throw new NotSupportedException(string.Format(Translator.Exception_UnsupportedSynchronizerOperation, this.GetType()));
         public virtual IEnumerable<IRequestBundle<TBaseRequest>> MarkRead(BatchMarkReadRequest request) => throw new NotSupportedException(string.Format(Translator.Exception_UnsupportedSynchronizerOperation, this.GetType()));
diff --git a/Wino.Core/Synchronizers/OutlookSynchronizer.cs b/Wino.Core/Synchronizers/OutlookSynchronizer.cs
index 6841ec88..8e609c8e 100644
--- a/Wino.Core/Synchronizers/OutlookSynchronizer.cs
+++ b/Wino.Core/Synchronizers/OutlookSynchronizer.cs
@@ -406,6 +406,8 @@ namespace Wino.Core.Synchronizers
 
         #region Mail Integration
 
+        public override bool DelaySendOperationSynchronization() => true;
+
         public override IEnumerable<IRequestBundle<RequestInformation>> Move(BatchMoveRequest request)
         {
             var requestBody = new Microsoft.Graph.Me.Messages.Item.Move.MovePostRequestBody()