They should make it more clear this is useless without purchasing as your limited to exporting 50 songs.

Tried to use this as I am not a fane of Apple software but it screws up too often. Even when it works it just scrambles all of my music. Too unstable and unreliable to be considered.

Sharepod is very lightweight and does not need the updates iTunes seems to constantly have.
But Sharepod is unstable. I'm always in the middle of a work out and my iPod has to be rebooted because the music files from Sharepod "froze" in my iPod and it did not play. Until I hassled with rebooting my iPod.

When I have edited song lists for other peoples iPods, I had always looked for a good program to do that I found this one and it works great, but it was only for windows. More recently I have been using YamiPod, since it works on Windows, Mac and Linux. But this is still a good program.