I've been having a problem with my iPod now for actually something like 2+ years (yes I probably should have looked into it long ago). It's a 6th generation 80GB iPod Classic.
It goes like this: I plug it in to transfer songs to it, and after transferring a limited number of tracks (around 10), iTunes and/or the iPod crashes and I need to kill the iTunes process to get it to disconnect. After this happens, my iPod will not accept any new tracks when re-plugged in, instead crashing on any attempt to transfer a new track, and to get it to work again I need to restore it to factory settings at which time it will accept another 10 or so songs before crashing. Sometimes, after the initial crash, it also wipes it's own hard drive and I lose whatever songs I did manage to transfer.
Obviously, it's a pretty low-chance case, but I can't afford a new iPod right now and this one is getting worse and worse (it used to let me put on a whole 50 songs!), so I would just like to know if there's anything at all I could try to make it work again (it's long out of warranty and I'm not living in a place where I have access to support).
Things I have tried: Different computers, different cables, waiting a very long time to see if it uncrashes