I’ve managed to keep almost all of my music for the last 15 years of procuring music online. I’ve stuck to keeping it organized myself just with folders. Due to a combination of actually liking iTunes version 11 and getting an airport express, I’ve decided it’s time to move my music into a proper iTunes library.
This is not to be taken lightly though. I’m digging deep and going through all 100 GB of my music library folder by folder, cleaning up track info and artwork. Now I know I have 5 different versions of 99 Luftballons.