I guess it does demonstrate the enduring power of a marque though. Sure, WinAmp hasn't been relevant for ages, but people still remember it. I remember even making a skin for the music player I used on my PocketPC PDA (gsplayer I think it was) to make it look like WinAmp, mustv'e had way too much time on my hands.
Sure, it's hard to see how WinAmp could be brought back to prominence. Certainly not in the same form as it was; if you want that, just download the old versions. But it's not impossible; I can't say I'm 100% happy with the music players I use, the online radio apps I use, or the streaming services on the market. So there's room for someone to do better, and if it happened to have the WinAmp name attached it wouldn't hurt.