I recently bought a new computer with Windows 7 and transferred my iTunes library from the old computer using an external hard drive. The transfer went fine and everything and when I went to sync my ipod a dialog box popped up saying that it was going to overwrite the iPod in order to sync it. I thought I would like to double check and make sure it had all my stuff first so I selected cancel and without thinking I checked the "do not ask me again" box on the dialog box. Long story short, I can no longer sync my ipod up with my iTunes library.
I tried resetting everything including the dialog boxes, sync history, iTunes store, and even went ahead and restored the iPod to factory default settings (which basically gives me a $250 paperweight), and even tried deleting the preferences files from the program files but nothing has worked. The dialog boxes do not reset and the iPod will not sync.
Does anyone have any suggestions for what I should try next? I don't know enough about windows 7 or iTunes to know if there is some sort of setting preventing me from resetting the dialog boxes or any such thing and nothing on the apple website is helpful (unless I want to pay $40).