I hate organizing videos and music with library tools, because they add an unnecessary level of separation between the user and the files. So I have a hierarchy of folders organizing my music. I just use Media Player for playback (because it's convenient), and iTunes for buying one-off tracks through their service and to throw music on my 2 gig Nano.
For most music:
[Root music directory]\[Artist name]\[Album title]\[disc xx*]\[xx] - [song title].mp3
* If necessary
E:\Music\Dire Straits\Money for Nothing\02 - Down to the Waterline.mp3
E:\Music\Paul McCartney\Back in the US\Disc 2\03 - Band on the Run.mp3
Compilation discs with multiple artists:
[Root music directory]\Compilations\[Album title]\[xx] [Artist name] - [song title].mp3
E:\Music\Compilations\Time Life Heavy Favorites\07 Foghat - Slow Ride.mp3
E:\Music\Compilations\#1 Hits of the 70s\11 Walter Murphy Band - A Fifth of Beethoven.mp3
Everything gets ripped to 198k or 256k/sec, or comparable VBR compression.
The ID3 tags are usually whatever Media Player fills in, because it's right almost every time and I'm too lazy to go in and change them manually.
