CopyToy

CopyToy is an iPod transfer software that copies music, videos, playlists and more from iPod to PC and Mac.
In some case, you may need to copy music from iPod to computer and iTunes. For instance, your computer is stolen, fortunately all your media files have been synced to your iPod. Now, you can copy them all from your iPod to your new computer, as well as coping the playlists from iPod to iTunes. So you don't need to download your songs one by one. You can just rebuild your whole library by one single click with CopyToy.
CopyToy is designed for both Mac and Windows. No matter what operating system you use, CopyToy always works for you.