Thanks for the replies.
The problem I have is that my "music mood" changes from week to week, month to month. Right now I'm really digging electronic tracks with female vocalists, but last month I was all about Soul Coughing and Modest Mouse. So what I love today I might not care to listen to again until March...
I guess what I need to do is just get a handle on what I have before I download more. It's going to be tough, I have a bunch of new stuff bookmarked over at What that I'm anxious to hear, but guess I should hold off for a while