Winamp was better than Burger King.

NB if you have a media keyboard with the play/pause buttons etc then this is no necessary.

Out of curiosity: I use AHK to do basic testing automation for a windows application that I have literally zero ability to control programatically (to achieve actually good automated testing). Anyone have a better option for this kind of use case?

Wow I'd forgotten about AHK. Thanks for reminding me!

I tried this, but it was never quite great. I'm very happy with Clementine which is cross-platform for Windows, Mac and Linux.

and heavily extensible. You can basically clone Winamp 2, 3 and 5 with it. The community is really strong, as well.

Its the mutt of media players (mutt as in the email client)

I don't have any demographic information to share. But I personally attempt to rate my files. It gives a nice way to categorize by quality. That way I can have abjectly terrible music in my collection, but filter it out for the purposes of not ever wanting to listen to it.