Ah yes, the days of mis-titled MP3 files, incorrect metadata, and other artifacts. Sometimes an MP3 of a song you liked had a click in a certain spot, or occasionally some kind of sound like an AIM message coming through.
I ran my company's (unofficial) MP3 server in '99, and I spent a LOT of time managing files.
I ultimately went back to college in 2002 which was the right time to catch Apple's first attempt at Home Sharing in iTunes (I forget what it was called), where basically every single Mac on the campus network was running an HTTP server advertising all of its music for download.