I’ve been using version 5.08e for some time now and I see they’re up to version 5.12. I’m not that concerned between the free and pro versions.
I mainly use Winamp because of the extensive plug-ins and cool sound I get with the various DSP/effect plug-ins. My favorites are Muchfx2 along with Enhancer 0.17 in conjunction with Gamut 2000 sound effects.
I also use it for Shoutcast. The media library feature is not that important to me.
Opinions? What really concerns me is any additional strange dll’s or other spyware that AOL may have thrown into the program since they bought it.