This iPod ripper was designed to help you transfer all music, videos, playlists, photos, podcasts and TV Shows and more from iPod to PC, from iPod to iTunes, and even from PC to iPod and file sharing between multiple iPods.
http://ipod-tool.com/ipod-software/joboshare-ipod-rip.html
The greatest thing is that the whole process will not cause any deletion of any files on your iPod.
You can free download it to try. Hope this can help. - written 7 months, 2 weeks ago
Here is an easy way I’ve used. That is to use this iBackup - iPhone/iTouch/iPod to Computer Transfer program to help you move all songs from iPod to your computer
http://ipod-tool.com/ipod-software/aniosoft-ibackup-backup-ipod-music-to-pc.html
It was designed to help copy all music, videos, photos, playlists, podcasts and more from your iPod to your computer and iTunes in the quickest and easiest way without any data loss. Then you can sync smoothly.
Just free download it to try. It works like a charm. - written 7 months, 2 weeks ago