Nothing will sync in iTunes! Help? 10 POINTS?

Question

Okay, I have an iPod Nano, an iPod Video, and an iPhone 3G, and lately. (Last few weeks) I can't sync anything onto my iPods or iPhone. This was already happeneing before I got my iPhone and all three are on Manually Manage Music, and now, the music won't go on either. I have around 1,500 songs and around 50 TV Show, 2 Movies, and around 400 Podcasts. It's around 26 GB in all. It barely all fits on my iPod Video and I just want to put my 8 GB of music and Movies on my iPhone. I really need help. Also, applications, games, and pictures won't sync either. Please melp me, I know that it is a problem with iTunes, I have tried re-installing 5 times also. Help! Easy 10 Points!

Answer 1

The best thing I can tell you to do is take you ipods and iphone back to the Apple store with your laptop (if thats what you have itunes on)and see if the guys at the "Genius Bar" could help you. If your computer is running Vista that could be the problem.

Answer 2

26 GB's of data?!  Holy c**p! Where did you steal all the music files from?