Great quote in the September 2005 Technology Review (from MIT) about radio vs iPod.
Spencer Reiss interviewed music venture capitalist Fred Wilson about his thoughts on the future of music (Music Dial Tone). He explains why he mostly listens to podcasts:
"Because I want someone to program my iPod. When we have music dial tone [access to the entire library of recorded music], we will still want someone to program it for us."
(and let me plug Sirius Satellite Radio, if you're looking for some good, programmed music. Much more interesting than the music on my iPod)