UPDATE:
The Windows Media Internet Radio Guide listing really paid off! The fact that they are smaller than iTunes and able to reach places where iTunes lags (like Japan and Brazil) is in their favor. They chose my station as an "Editors Pick" which put it in the Top 4 for the Dance genre (which lasts a week or longer) as they rotate stations. Listenership was up 60% during that period.....but has since lowered to up 18%. iTunes has too many stations listed under one genre and most (like mine) just get lost in their mess.
Also, the Windows player seems to be (is) more stable than the Flash Player.