Sharepod is free software to change, backup, and share the music on your iPod.
Sharepod. For one thing, the footprint is tiny. Oh, and by the way, you can backup, copy, and share ANY music on ANY iPod.
If ever there was a reason to dislike Apple, and/or Apple software, that reason is iTunes. Unfortunately there are so many people that use this PoS, trying to get people to switch is damn near impossible. iTunes is on version 10.x these days, and it still sucks mightily. +100mb install file? Yeah iTunes has that. Persistent processes in the background, regardless of whether an iDevice is plugged in? Yeah iTunes has that. A totally retarded sync process? Yeah iTunes has that too. Hangups during "verification"? Oh yeah baby, iTunes is all over that. Application lag on ultra-fast core i7 machines? Aww yeah, iTunes for the win!
Hell, at least use it to copy/backup/share the music on your iPod. That's something iTunes will NEVER do. Throw your iPod down, connect the cable, and start the share love. Friend comes over to your pad with sweet tunes on their iPhone/iPod? Backup that shiat! Get your SHARE ON, and spread the love amongst the people. Get Sharepod!