I don't listen to the radio anymore, but I can't conceive of paying a monthly fee to listen to music over the air, even if it is digital quality and more or less commercial free. What I've been telling folks for awhile, though, is that eventually everybody is going to have some sort of home media server where they will be able to access their movies/music from anywhere over the air. Host the files on your own server, then access them through an intermediary service.
Little did I know that I was already late with that prediction. Enter nuTsie, which hooks into your iTunes and makes your playlists available over the cloud -- either through your web browser or on your mobile phone (if supported and loaded with their client software).
Sweet. Now I just need a data plan on my mobile phone.