iPod Help

Trying to help a guy today, his friend gave him his classic iPod and there’s a lot of books on there. He and his wife like to listen as they drive.
So he went and bought his wife an iPod classic too, and wanted to move them onto her new iPod.
Can they?
The books were purchased on the one they GAVE him, that has someone else’s name on the iPod. Wouldn’t they be registered to the other guy and he’d have to buy them again?

2nd: We just could not Authorize his computer for the iPod. Network error at IStore, etc. Would this also be why: the iPod’s someone else’s?

Have you tried CopyTrans Manager? I’ve been really happy with this program for all of our ipods, worth having a look @ it imho.             
heres a link
copytrans.net/gettingstartedmanager1.php