A colleague of mine just called me over for some help syncing his iPhone and iPad. He's used the same iTunes library on the same computer all along to sync them both, but he has never had it automatically sync music etc before, and have had it set to manual. What is weird is that when I try to set it to automatic I get notices that there's apps and music that will disappear from the device if I try to synch. Normal syncing works fine, and doing a "Transfer purchases" doesn't transfer anything. He has a lot of music and apps bought on the device, and his iTunes library is authorized with the same account, and he's logged into the iTunes Store in iTunes with that account as well. So why would iTunes want to delete his apps and settings (for those apps) when trying to change the music sync to automatic? A normal sync now works just fine, but the apps he has bought won't transfer over for some reason.