Over at Wired, Dan Goodin, provides some great resources to get the very best quality out of your digital audio.
The first thing you'll have to throw out is expectations of a tidy and simple user interface. Sure, the layout in iTunes is less daunting, but that's because Apple Computer's program offers fewer choices. Specifically, it fails to offer the options that give the highest likelihood that your prized digital music library won't be made obsolete by new formats five years down the road.
This one is for the true digital music fanatic.
The Digital Audiophile's Toolbox [Wired]