IPOD won't sync.

Try restoring your iPod. Just be aware that restoring will erase the iPod's hard drive, reload the software and put it back to default settings, so if you have songs on your iPod that aren't on iTunes you will lose them if you have no back up. Once the restore is complete follow the on screen instructions to name the iPod and automatically sync your songs and videos onto the fresh installation. Press Done and the iPod will appear in iTunes and start to sync. If you want to update manually or using selected playlists uncheck the box beside the sync automatically instruction and press Done, it will default to manual mode and you can choose whatever setting you like: Restoring iPod to factory settings with iTunes