Weird flavor of "ipod cannot be synced error 13019"

Joined
Dec 13, 2009
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Your Mac's Specs
MacBook Air mid-2013 4GB, and other machines
I Googled this problem a lot, but haven't found anything to help my particular situation.

This is with an iPod nano, 5th generation. I did:
- Restart the computer
- Reset the iPod
- iTunes is the latest

I have not Restored yet, as I hope to avoid reloading 16GB (yes, I do have backups).

My difference is, I have no voice memos and don't even see an option for that.

AND, I do not sync, I manually manage music. This kills various sync-related fixes.

Any bright ideas?
 

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