Delete the files from the following folder and reconnect your iPod. ~/Libary/Logs/CrashReporter/MobileDevice/TheNameOfYouriPod/ Don't delete your iPod's folder... delete the files that are inside it. I was going crazy trying to figure this out because my iPod would just sit there and say it was syncing for a long time and if I tried to cancel the sync, iTunes would freeze and go nowhere. So I found this hint in an Apple thread and I decided to save some people the trouble and so that they don't think they need to bring their iPods back to the store. Note: This also works on iPhones.