diff --git a/MediaBrowser.Model/Sync/SyncJobItem.cs b/MediaBrowser.Model/Sync/SyncJobItem.cs
index 77464be58..1c72ccd52 100644
--- a/MediaBrowser.Model/Sync/SyncJobItem.cs
+++ b/MediaBrowser.Model/Sync/SyncJobItem.cs
@@ -102,6 +102,8 @@ namespace MediaBrowser.Model.Sync
         /// <value>The index of the job item.</value>
         public int JobItemIndex { get; set; }
 
+        public long ItemDateModifiedTicks { get; set; }
+
         public SyncJobItem()
         {
             AdditionalFiles = new List<ItemFileInfo>();
diff --git a/MediaBrowser.Server.Implementations/Sync/SyncJobProcessor.cs b/MediaBrowser.Server.Implementations/Sync/SyncJobProcessor.cs
index 33874b4d4..0bec528bb 100644
--- a/MediaBrowser.Server.Implementations/Sync/SyncJobProcessor.cs
+++ b/MediaBrowser.Server.Implementations/Sync/SyncJobProcessor.cs
@@ -632,6 +632,7 @@ namespace MediaBrowser.Server.Implementations.Sync
 
                     }, innerProgress, cancellationToken);
 
+                    jobItem.ItemDateModifiedTicks = item.DateModified.Ticks;
                     _syncManager.OnConversionComplete(jobItem);
                 }
                 catch (OperationCanceledException)
@@ -668,6 +669,7 @@ namespace MediaBrowser.Server.Implementations.Sync
                     throw new InvalidOperationException(string.Format("Cannot direct stream {0} protocol", mediaSource.Protocol));
                 }
 
+                jobItem.ItemDateModifiedTicks = item.DateModified.Ticks;
                 jobItem.MediaSource = mediaSource;
             }
 
@@ -819,6 +821,7 @@ namespace MediaBrowser.Server.Implementations.Sync
 
                     }, innerProgress, cancellationToken);
 
+                    jobItem.ItemDateModifiedTicks = item.DateModified.Ticks;
                     _syncManager.OnConversionComplete(jobItem);
                 }
                 catch (OperationCanceledException)
@@ -855,6 +858,7 @@ namespace MediaBrowser.Server.Implementations.Sync
                     throw new InvalidOperationException(string.Format("Cannot direct stream {0} protocol", mediaSource.Protocol));
                 }
 
+                jobItem.ItemDateModifiedTicks = item.DateModified.Ticks;
                 jobItem.MediaSource = mediaSource;
             }
 
@@ -871,6 +875,7 @@ namespace MediaBrowser.Server.Implementations.Sync
 
             jobItem.Progress = 50;
             jobItem.Status = SyncJobItemStatus.ReadyToTransfer;
+            jobItem.ItemDateModifiedTicks = item.DateModified.Ticks;
             await _syncManager.UpdateSyncJobItemInternal(jobItem).ConfigureAwait(false);
         }
 
@@ -880,6 +885,7 @@ namespace MediaBrowser.Server.Implementations.Sync
 
             jobItem.Progress = 50;
             jobItem.Status = SyncJobItemStatus.ReadyToTransfer;
+            jobItem.ItemDateModifiedTicks = item.DateModified.Ticks;
             await _syncManager.UpdateSyncJobItemInternal(jobItem).ConfigureAwait(false);
         }
 
diff --git a/MediaBrowser.Server.Implementations/Sync/SyncManager.cs b/MediaBrowser.Server.Implementations/Sync/SyncManager.cs
index 044c8b93a..fe1a7fb28 100644
--- a/MediaBrowser.Server.Implementations/Sync/SyncManager.cs
+++ b/MediaBrowser.Server.Implementations/Sync/SyncManager.cs
@@ -775,6 +775,13 @@ namespace MediaBrowser.Server.Implementations.Sync
                             removeFromDevice = true;
                         }
                     }
+                    else if (libraryItem != null && libraryItem.DateModified.Ticks != jobItem.ItemDateModifiedTicks && jobItem.ItemDateModifiedTicks > 0)
+                    {
+                        _logger.Info("Setting status to Queued for {0} because the media has been modified since the original sync.", jobItem.ItemId);
+                        jobItem.Status = SyncJobItemStatus.Queued;
+                        jobItem.Progress = 0;
+                        requiresSaving = true;
+                    }
                 }
                 else
                 {
@@ -881,6 +888,13 @@ namespace MediaBrowser.Server.Implementations.Sync
                             removeFromDevice = true;
                         }
                     }
+                    else if (libraryItem != null && libraryItem.DateModified.Ticks != jobItem.ItemDateModifiedTicks && jobItem.ItemDateModifiedTicks > 0)
+                    {
+                        _logger.Info("Setting status to Queued for {0} because the media has been modified since the original sync.", jobItem.ItemId);
+                        jobItem.Status = SyncJobItemStatus.Queued;
+                        jobItem.Progress = 0;
+                        requiresSaving = true;
+                    }
                 }
                 else
                 {
@@ -1117,7 +1131,7 @@ namespace MediaBrowser.Server.Implementations.Sync
         public SyncJobOptions GetAudioOptions(SyncJobItem jobItem, SyncJob job)
         {
             var options = GetSyncJobOptions(jobItem.TargetId, null, null);
-            
+
             if (job.Bitrate.HasValue)
             {
                 options.DeviceProfile.MaxStaticBitrate = job.Bitrate.Value;
diff --git a/MediaBrowser.Server.Implementations/Sync/SyncRepository.cs b/MediaBrowser.Server.Implementations/Sync/SyncRepository.cs
index 464e8aa58..249c4212e 100644
--- a/MediaBrowser.Server.Implementations/Sync/SyncRepository.cs
+++ b/MediaBrowser.Server.Implementations/Sync/SyncRepository.cs
@@ -50,7 +50,7 @@ namespace MediaBrowser.Server.Implementations.Sync
                                 "create table if not exists SyncJobs (Id GUID PRIMARY KEY, TargetId TEXT NOT NULL, Name TEXT NOT NULL, Profile TEXT, Quality TEXT, Bitrate INT, Status TEXT NOT NULL, Progress FLOAT, UserId TEXT NOT NULL, ItemIds TEXT NOT NULL, Category TEXT, ParentId TEXT, UnwatchedOnly BIT, ItemLimit INT, SyncNewContent BIT, DateCreated DateTime, DateLastModified DateTime, ItemCount int)",
                                 "create index if not exists idx_SyncJobs on SyncJobs(Id)",
 
-                                "create table if not exists SyncJobItems (Id GUID PRIMARY KEY, ItemId TEXT, ItemName TEXT, MediaSourceId TEXT, JobId TEXT, TemporaryPath TEXT, OutputPath TEXT, Status TEXT, TargetId TEXT, DateCreated DateTime, Progress FLOAT, AdditionalFiles TEXT, MediaSource TEXT, IsMarkedForRemoval BIT, JobItemIndex INT)",
+                                "create table if not exists SyncJobItems (Id GUID PRIMARY KEY, ItemId TEXT, ItemName TEXT, MediaSourceId TEXT, JobId TEXT, TemporaryPath TEXT, OutputPath TEXT, Status TEXT, TargetId TEXT, DateCreated DateTime, Progress FLOAT, AdditionalFiles TEXT, MediaSource TEXT, IsMarkedForRemoval BIT, JobItemIndex INT, ItemDateModifiedTicks BIGINT)",
                                 "create index if not exists idx_SyncJobItems on SyncJobs(Id)",
 
                                 //pragmas
@@ -63,6 +63,7 @@ namespace MediaBrowser.Server.Implementations.Sync
 
             _connection.AddColumn(Logger, "SyncJobs", "Profile", "TEXT");
             _connection.AddColumn(Logger, "SyncJobs", "Bitrate", "INT");
+            _connection.AddColumn(Logger, "SyncJobItems", "ItemDateModifiedTicks", "BIGINT");
 
             PrepareStatements();
         }
@@ -678,6 +679,7 @@ namespace MediaBrowser.Server.Implementations.Sync
                 cmd.GetParameter(index++).Value = jobItem.MediaSource == null ? null : _json.SerializeToString(jobItem.MediaSource);
                 cmd.GetParameter(index++).Value = jobItem.IsMarkedForRemoval;
                 cmd.GetParameter(index++).Value = jobItem.JobItemIndex;
+                cmd.GetParameter(index++).Value = jobItem.ItemDateModifiedTicks;
 
                 cmd.Transaction = transaction;
 
@@ -782,6 +784,11 @@ namespace MediaBrowser.Server.Implementations.Sync
             info.IsMarkedForRemoval = reader.GetBoolean(13);
             info.JobItemIndex = reader.GetInt32(14);
 
+            if (!reader.IsDBNull(15))
+            {
+                info.ItemDateModifiedTicks = reader.GetInt64(15);
+            }
+
             return info;
         }