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[stanger89]

I feel like I've been through this before, but I'm having trouble trying to sync a USB stick ("handheld").  I'm running a library server in a Docker on my unRAID machine, trying to do the sync from a Windows client.  Things seem to go fine at first, it seems to download the files from the Library Server fine, then displays "Uploading" for a bit, then displays "Error" for the status.  I looked in the logs (attached) but am not seeing anything obvious for a reason for the failure. 

Any help would be appreciated.

[stanger89]

As an exercise, I restored the library from my Library Server to the client, fixed the paths, and this method uploads successfully.  This method probably works for now (has the bonus that it seems MS fixed WMA Lossless encoding, which is the only lossless format the vehicle this USB stick is for supports), but would be nice to not have to restore the library to sync other USB sticks for players that don't have the WMA Lossless limitation.