I downloaded MediaMonkey, was dismayed when it didn't do what I wanted it to do within 3 minutes. Was drawn in with the party mode promise, but I found it a little clumsy. Would put more time into learning if I was told to.
Trying Foobar2000. Seems to be good. Simple first, complicate it later. I think I want that.
I don't like Winamp.
So, if I'm going to have a new audio player, I like to mod, want album art, pretty stuff, but none of this iTunes loading time BS, and something that looks a little funkier when I show my friends, what should I be using? Not confined to the above list, that's just an example.
Key points for me:
Album art; automatic detection appreciated.
Visualizations.
Simplicity, or a complexity worth understanding.
Modifiability.
I like my shuffles and playlists, on iTunes. I had a smart playlist for any occasion.
Foober2000 starts off good and only gets better as you customize it. Some links to get you started (some are sort of outdated maybe but this is just for starters to inspire you):
Posts
http://www.fooblog2000.com/2007-03/fofr-configuration-v06
http://www.neowin.net/forum/index.php?showtopic=175690&st=6015&p=588254512&