I got a wonderful suggestion via Twitter (from @PurpleArti) asking for an article on how I organize my music. It's actually a craft, and many people don't have the patience for it. It takes time and ...
The communication and organization of music files between iPod devices and iTunes make it easy to browse files in the software, but it's a little more complicated on a computer running the Windows ...
How good are your id3 tags? If they're complete, you should have no problem. If not, be prepared to spend some time getting them up to speed.