Q: sync address book

Several users running Mac OS X Lion (and iCloud) have no longer been able to "sync" contacts over to their iPod Classic. 

A work around is to export all of your contacts out of Address Book as vCards and them copy these vCards into your iPod's Contacts folder.  You'll need to have the Enable Disk Use option ticked from under the iPod's Summary tab in order to browse out to the iPod's Contacts folder via the Finder.

Using your iPod as a storage drive

B-rock

I'm not 100% sure you can sync a contact's photo over to your iPod Classic, but I couldn't locate any hard evidence as to say one way or the other.  Perhaps somebody else could shed some light on this?

B-rock