I have been battling this intermittent error for some time. It is generally random and has been difficult to reproduce until yesterday when I stumbled across a way to reproduce it each time. I can cause the code to throw this error: Task <70E3909F-8C30-4F34-A8B0-4AF3B41DD81B>.<1> finished with error [-1001] Error Domain=NSURLErrorDomain Code=-1001 "The request timed out." UserInfo={_kCFStreamErrorCodeKey=-2103, _NSURLErrorFailingURLSessionTaskErrorKey=BackgroundDownloadTask <70E3909F-8C30-4F34-A8B0-4AF3B41DD81B>.<1>, _NSURLErrorRelatedURLSessionTaskErrorKey=( "BackgroundDownloadTask <70E3909F-8C30-4F34-A8B0-4AF3B41DD81B>.<1>", "LocalDownloadTask <70E3909F-8C30-4F34-A8B0-4AF3B41DD81B>.<1>" ), NSLocalizedDescription=The request timed out., _kCFStreamErrorDomainKey=4, NSErrorFailingURLStringKey=https://redacted*, NSErrorFailingURLKey=https://redacted*} *"redacted" is the backend URL, and it is the correct and same path for each immediately after restarting an actual device. I have been over the following threads with no results: What is kCFStreamErrorCodeKey=-4 (kCFStreamErrorDomainKey=4) Request timed out with _kCFStreamErrorCodeKey=60 How to better diagnose -1001 "The request timed out." URLSession errors Random timed out error on app start Because I was able to reproduce it, I have been able to get the following logs: Console Logs.txt Last bit of information is that I had Network Instruments running, and when this error occurred, I found that the Connection ID was "No Connection" and it appears the request was never actually sent, though it waited the full time out for a backend response. Any help would be appreciated. This data request is being used after sending a certain APNs to update necessary data in the background, and has been the source of many user complaints.