I can't sync my ipod classic

I can't seem to sync my ipod classic to my itunes library.
I have tried ao many times now & it shows that it is syncing but the new music is not transfering to my ipod.
I even made sure that my itunes was the most current version & I reset my ipod.
I have been trying for 2 days now, I have read & re-read the helps & am at a loss.
If I can't figure it our now I will probably end up taking the ipod to the Apple store.

Do you think you could provide a bit more info to work with?

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