I have an uncle that is a Windows user but he is almost ready to switch, he has a iPod Shuffle and is now using iTunes. He asked me if iTunes would automatically detect new music that has been downloaded to his MY MUSIC folder and I told him it doesn't. The best way is to have a program like Acquisition that automatically copies the downloaded song to an iTunes playlist.
So is there a windows app that works with iTunes in this way?
By the way we are in Canada were it is Technically not "Illegal" yet to fileshare.