Charles has a thousand MP3s and he has multiple copies of all the songs, which is annoying. Leo says that in the iTunes settings, he can tell it to manage his music. But since he already has an iTunes folder with duplicates, Leo recommends taking it off his hard drive (to a thumb drive) and then restart iTunes and select the option to let iTunes manage his music. Then he won't have to deal with duplicates. iTunes is a terrible program for syncing music, especially in Windows. Leo recommends DoubleTwist, or Media Monkey for Windows. It does the same thing.