Hi Our..

Currently having a strange issue where an specific PDF file wont upload but the rest can just fine :/

When i try upload it i get the follow message "An error has occurred", and the logs gives these two errors,

Could not acquire actionExecutedContext.Response.Content

System.NullReferenceException: Object reference not set to an instance of an object.
   at Umbraco.Web.WebApi.Filters.FileUploadCleanupFilterAttribute.OnActionExecuted(HttpActionExecutedContext actionExecutedContext) in D:\a\1\s\src\Umbraco.Web\WebApi\Filters\FileUploadCleanupFilterAttribute.cs:line 81

And this,

Unhandled controller exception occurred for request '{RequestUrl}'

Newtonsoft.Json.JsonReaderException: Error parsing comment. Expected: *, got m. Path '', line 1, position 1.
   at Newtonsoft.Json.JsonTextReader.ParseComment(Boolean setToken) in /_/Src/Newtonsoft.Json/JsonTextReader.cs:line 2296
   at Newtonsoft.Json.JsonTextReader.ParseValue() in /_/Src/Newtonsoft.Json/JsonTextReader.cs:line 1726
   at Newtonsoft.Json.JsonTextReader.Read() in /_/Src/Newtonsoft.Json/JsonTextReader.cs:line 419
   at Newtonsoft.Json.Linq.JObject.Load(JsonReader reader, JsonLoadSettings settings) in /_/Src/Newtonsoft.Json/Linq/JObject.cs:line 406
   at Newtonsoft.Json.Linq.JObject.Parse(String json, JsonLoadSettings settings) in /_/Src/Newtonsoft.Json/Linq/JObject.cs:line 460
   at MySupport.Umb.reSmushIt.ReSmushItComponent.ResizeImagesOnUpload(IMediaService sender, SaveEventArgs`1 e)
   at Umbraco.Core.Events.TypedEventHandler`2.Invoke(TSender sender, TEventArgs e)
   at Umbraco.Core.Events.QueuingEventDispatcherBase.DispatchCancelable[TSender,TArgs](TypedEventHandler`2 eventHandler, TSender sender, TArgs args, String eventName) in D:\a\1\s\src\Umbraco.Core\Events\QueuingEventDispatcherBase.cs:line 54
   at Umbraco.Core.Services.Implement.MediaService.Save(IMedia media, Int32 userId, Boolean raiseEvents) in D:\a\1\s\src\Umbraco.Core\Services\Implement\MediaService.cs:line 653
   at Umbraco.Web.Editors.MediaController.<PostAddFile>d__23.MoveNext() in D:\a\1\s\src\Umbraco.Web\Editors\MediaController.cs:line 726
--- End of stack trace from previous location where exception was thrown ---
   at System.Runtime.CompilerServices.TaskAwaiter.ThrowForNonSuccess(Task task)
   at System.Runtime.CompilerServices.TaskAwaiter.HandleNonSuccessAndDebuggerNotification(Task task)
   at System.Threading.Tasks.TaskHelpersExtensions.<CastToObject>d__1`1.MoveNext()
--- End of stack trace from previous location where exception was thrown ---
   at System.Runtime.CompilerServices.TaskAwaiter.ThrowForNonSuccess(Task task)
   at System.Runtime.CompilerServices.TaskAwaiter.HandleNonSuccessAndDebuggerNotification(Task task)
   at System.Web.Http.Controllers.ApiControllerActionInvoker.<InvokeActionAsyncCore>d__1.MoveNext()
--- End of stack trace from previous location where exception was thrown ---
   at System.Runtime.CompilerServices.TaskAwaiter.ThrowForNonSuccess(Task task)
   at System.Runtime.CompilerServices.TaskAwaiter.HandleNonSuccessAndDebuggerNotification(Task task)
   at System.Web.Http.Filters.ActionFilterAttribute.<CallOnActionExecutedAsync>d__6.MoveNext()
--- End of stack trace from previous location where exception was thrown ---
   at System.Web.Http.Filters.ActionFilterAttribute.<CallOnActionExecutedAsync>d__6.MoveNext()
--- End of stack trace from previous location where exception was thrown ---
   at System.Runtime.CompilerServices.TaskAwaiter.ThrowForNonSuccess(Task task)
   at System.Runtime.CompilerServices.TaskAwaiter.HandleNonSuccessAndDebuggerNotification(Task task)
   at System.Web.Http.Filters.ActionFilterAttribute.<ExecuteActionFilterAsyncCore>d__5.MoveNext()
--- End of stack trace from previous location where exception was thrown ---
   at System.Runtime.CompilerServices.TaskAwaiter.ThrowForNonSuccess(Task task)
   at System.Runtime.CompilerServices.TaskAwaiter.HandleNonSuccessAndDebuggerNotification(Task task)
   at System.Web.Http.Filters.ActionFilterAttribute.<CallOnActionExecutedAsync>d__6.MoveNext()
--- End of stack trace from previous location where exception was thrown ---
   at System.Web.Http.Filters.ActionFilterAttribute.<CallOnActionExecutedAsync>d__6.MoveNext()
--- End of stack trace from previous location where exception was thrown ---
   at System.Runtime.CompilerServices.TaskAwaiter.ThrowForNonSuccess(Task task)
   at System.Runtime.CompilerServices.TaskAwaiter.HandleNonSuccessAndDebuggerNotification(Task task)
   at System.Web.Http.Filters.ActionFilterAttribute.<ExecuteActionFilterAsyncCore>d__5.MoveNext()
--- End of stack trace from previous location where exception was thrown ---
   at System.Runtime.CompilerServices.TaskAwaiter.ThrowForNonSuccess(Task task)
   at System.Runtime.CompilerServices.TaskAwaiter.HandleNonSuccessAndDebuggerNotification(Task task)
   at System.Web.Http.Filters.ActionFilterAttribute.<CallOnActionExecutedAsync>d__6.MoveNext()
--- End of stack trace from previous location where exception was thrown ---
   at System.Web.Http.Filters.ActionFilterAttribute.<CallOnActionExecutedAsync>d__6.MoveNext()
--- End of stack trace from previous location where exception was thrown ---
   at System.Runtime.CompilerServices.TaskAwaiter.ThrowForNonSuccess(Task task)
   at System.Runtime.CompilerServices.TaskAwaiter.HandleNonSuccessAndDebuggerNotification(Task task)
   at System.Web.Http.Filters.ActionFilterAttribute.<ExecuteActionFilterAsyncCore>d__5.MoveNext()
--- End of stack trace from previous location where exception was thrown ---
   at System.Runtime.CompilerServices.TaskAwaiter.ThrowForNonSuccess(Task task)
   at System.Runtime.CompilerServices.TaskAwaiter.HandleNonSuccessAndDebuggerNotification(Task task)
   at System.Web.Http.Filters.ActionFilterAttribute.<CallOnActionExecutedAsync>d__6.MoveNext()
--- End of stack trace from previous location where exception was thrown ---
   at System.Web.Http.Filters.ActionFilterAttribute.<CallOnActionExecutedAsync>d__6.MoveNext()
--- End of stack trace from previous location where exception was thrown ---
   at System.Runtime.CompilerServices.TaskAwaiter.ThrowForNonSuccess(Task task)
   at System.Runtime.CompilerServices.TaskAwaiter.HandleNonSuccessAndDebuggerNotification(Task task)
   at System.Web.Http.Filters.ActionFilterAttribute.<ExecuteActionFilterAsyncCore>d__5.MoveNext()
--- End of stack trace from previous location where exception was thrown ---
   at System.Runtime.CompilerServices.TaskAwaiter.ThrowForNonSuccess(Task task)
   at System.Runtime.CompilerServices.TaskAwaiter.HandleNonSuccessAndDebuggerNotification(Task task)
   at System.Web.Http.Filters.ActionFilterAttribute.<CallOnActionExecutedAsync>d__6.MoveNext()
--- End of stack trace from previous location where exception was thrown ---
   at System.Web.Http.Filters.ActionFilterAttribute.<CallOnActionExecutedAsync>d__6.MoveNext()
--- End of stack trace from previous location where exception was thrown ---
   at System.Runtime.CompilerServices.TaskAwaiter.ThrowForNonSuccess(Task task)
   at System.Runtime.CompilerServices.TaskAwaiter.HandleNonSuccessAndDebuggerNotification(Task task)
   at System.Web.Http.Filters.ActionFilterAttribute.<ExecuteActionFilterAsyncCore>d__5.MoveNext()
--- End of stack trace from previous location where exception was thrown ---
   at System.Runtime.CompilerServices.TaskAwaiter.ThrowForNonSuccess(Task task)
   at System.Runtime.CompilerServices.TaskAwaiter.HandleNonSuccessAndDebuggerNotification(Task task)
   at System.Web.Http.Filters.ActionFilterAttribute.<CallOnActionExecutedAsync>d__6.MoveNext()
--- End of stack trace from previous location where exception was thrown ---
   at System.Web.Http.Filters.ActionFilterAttribute.<CallOnActionExecutedAsync>d__6.MoveNext()
--- End of stack trace from previous location where exception was thrown ---
   at System.Runtime.CompilerServices.TaskAwaiter.ThrowForNonSuccess(Task task)
   at System.Runtime.CompilerServices.TaskAwaiter.HandleNonSuccessAndDebuggerNotification(Task task)
   at System.Web.Http.Filters.ActionFilterAttribute.<ExecuteActionFilterAsyncCore>d__5.MoveNext()
--- End of stack trace from previous location where exception was thrown ---
   at System.Runtime.CompilerServices.TaskAwaiter.ThrowForNonSuccess(Task task)
   at System.Runtime.CompilerServices.TaskAwaiter.HandleNonSuccessAndDebuggerNotification(Task task)
   at System.Web.Http.Filters.ActionFilterAttribute.<CallOnActionExecutedAsync>d__6.MoveNext()
--- End of stack trace from previous location where exception was thrown ---
   at System.Web.Http.Filters.ActionFilterAttribute.<CallOnActionExecutedAsync>d__6.MoveNext()
--- End of stack trace from previous location where exception was thrown ---
   at System.Runtime.CompilerServices.TaskAwaiter.ThrowForNonSuccess(Task task)
   at System.Runtime.CompilerServices.TaskAwaiter.HandleNonSuccessAndDebuggerNotification(Task task)
   at System.Web.Http.Filters.ActionFilterAttribute.<ExecuteActionFilterAsyncCore>d__5.MoveNext()
--- End of stack trace from previous location where exception was thrown ---
   at System.Runtime.CompilerServices.TaskAwaiter.ThrowForNonSuccess(Task task)
   at System.Runtime.CompilerServices.TaskAwaiter.HandleNonSuccessAndDebuggerNotification(Task task)
   at System.Web.Http.Controllers.ActionFilterResult.<ExecuteAsync>d__5.MoveNext()
--- End of stack trace from previous location where exception was thrown ---
   at System.Runtime.CompilerServices.TaskAwaiter.ThrowForNonSuccess(Task task)
   at System.Runtime.CompilerServices.TaskAwaiter.HandleNonSuccessAndDebuggerNotification(Task task)
   at System.Web.Http.Filters.AuthorizationFilterAttribute.<ExecuteAuthorizationFilterAsyncCore>d__3.MoveNext()
--- End of stack trace from previous location where exception was thrown ---
   at System.Runtime.CompilerServices.TaskAwaiter.ThrowForNonSuccess(Task task)
   at System.Runtime.CompilerServices.TaskAwaiter.HandleNonSuccessAndDebuggerNotification(Task task)
   at System.Web.Http.Filters.AuthorizationFilterAttribute.<ExecuteAuthorizationFilterAsyncCore>d__3.MoveNext()
--- End of stack trace from previous location where exception was thrown ---
   at System.Runtime.CompilerServices.TaskAwaiter.ThrowForNonSuccess(Task task)
   at System.Runtime.CompilerServices.TaskAwaiter.HandleNonSuccessAndDebuggerNotification(Task task)
   at System.Web.Http.Filters.AuthorizationFilterAttribute.<ExecuteAuthorizationFilterAsyncCore>d__3.MoveNext()
--- End of stack trace from previous location where exception was thrown ---
   at System.Runtime.CompilerServices.TaskAwaiter.ThrowForNonSuccess(Task task)
   at System.Runtime.CompilerServices.TaskAwaiter.HandleNonSuccessAndDebuggerNotification(Task task)
   at System.Web.Http.Filters.AuthorizationFilterAttribute.<ExecuteAuthorizationFilterAsyncCore>d__3.MoveNext()
--- End of stack trace from previous location where exception was thrown ---
   at System.Runtime.CompilerServices.TaskAwaiter.ThrowForNonSuccess(Task task)
   at System.Runtime.CompilerServices.TaskAwaiter.HandleNonSuccessAndDebuggerNotification(Task task)
   at System.Web.Http.Controllers.ExceptionFilterResult.<ExecuteAsync>d__6.MoveNext()
--- End of stack trace from previous location where exception was thrown ---
   at System.Web.Http.Controllers.ExceptionFilterResult.<ExecuteAsync>d__6.MoveNext()
--- End of stack trace from previous location where exception was thrown ---
   at System.Runtime.CompilerServices.TaskAwaiter.ThrowForNonSuccess(Task task)
   at System.Runtime.CompilerServices.TaskAwaiter.HandleNonSuccessAndDebuggerNotification(Task task)
   at System.Web.Http.Dispatcher.HttpControllerDispatcher.<SendAsync>d__15.MoveNext()

And it's only this file which we have a problem with :(