Weis. I know he's not legendary yet. And he has lost the only HUGE game he has coached in, but man, would I love to listen to him breaking down film. They guy just sees stuff that other coaches don't and I've love to get in on that.
Jerome Bettis, just because he's so laid back and cool. I'd like to watch one of his old games...say the Cotton Bowl, can't remember which year. He'd be fun.