I guess fifteen years is a pretty good run for a program like Winamp----there certainly have been a few other players with seemingly more money behind them that did not fared as well. One of those, MusicMatch, was my personal preference until I found MediaMonkey years back. I use version 3.2 because later versions incorporate video playback and I don't feel nearly as cool and sophisticated if I don't have one player for music and another for video...like the song says, "you gotta keep 'em separated".
And oh, by the way, if somebody comes along and questions my cool cred because they think The Monkey is too commercial (read: popular), I just play my AIMP2 domino---double five SLLAAAAP! As you can see, I'm not all about being cool, I'm all about being real cool!