SharePod != iTunes Slayer
Recently a friend of mine showed me this cool little tool for bypassing Apple's "iPods shall only sync with 1, and only 1, iTunes instance" (honestly what a dumb constraint) called SharePod. The user interface is quite intuitive (read simple) although it's a bit weird that you can't seem to easily queue tracks for playing without creating a separate playlist. The best thing about the app is that it is a .NET Framework v2 application - IMHO much better than adding unnecessary WPF requirements.
After taking a quick look through the prerequisites for SharePod I went ahead and downloaded it (and as per their recommendations placed it on my iPod). Unfortunately what they don't say is that you need to have the iTunes virus installed on your computer for it to be able to access the music database on the device - oh well, I can live in hope that one day someone builds an iTunes slayer.