Im not sure, iTunes is really weird, when it comes to stuff like that.
Ive never found away to do it on my iPod.
Its like you cant upload all your old songs to the libary so you can try and synchronize it.
Zoosh Reviewed by Zoosh on . Ipod Question Now I got this 40gb ipod a few years ago, so it's pretty old. When I had first got the ipod I had a computer with over 1000 songs. Well, my computer had stopped working, but all my songs were still on the ipod. I just recently got a new computer that I can download a bunch of songs, but is there a way I can upload the songs on my new running computer without erasing all of my old ones? Help is greatly appreciated, now I'm gunna finish ripping this bong. Rating: 5