I've listened to almost every Carolla podcast.
The best are the ones with Simmons (one from February, March, and June), the Deaf Frat Guy, Seth McFarlane, Andy Dick and Joel McHale.
The guys he gets along with well allow him to really riff and go on extended rants.
A great shot is when you pull it off. A smart shot is when you don't have the guts to try.