I have an iTouch, which syncs to my library. I bought an iPod Classic, plugged it in, and it shows in iTunes. When I click Sync, nothing happens. I was forced to drag and drop each category manually (music, audiobooks, podcasts, etc.), which then allowed me to add the content to my new ipod - HOWEVER, when I add new music/audiobooks/download podcasts, they do not sync with the new device. I am forced to manually drag and drop everything I download or add, it won't add automatically with Sync. This is extremely tedious and annoying since my original device synce automatically with my library flawlessly. Help, please!