I happen to have two favorites...
The Phil Hendrie Show: Pure comic genuis. He does 'voices' of other charactors who usually have outlandish opinions. Not only that, but he allows REAL callers to call in and talk to the charactor. Pure genius...
http://www.philhendrieshow.com <- Official Site
http://www.mycrappysite.com <- Audio Archive
Cartalk: These two brothers are hilarious. That quirky Boston-ish humor is funny as hell, and they compliment each other perfectly.
What about news talk WBT, Alex? 😉
Thats about all I listen to, my (and Alex's probably) local radio news station, since thats what my dad listens to in the car. Otherwise, I don't really listen to radio shows. Sometimes the Ace and TJ show, which is kind of funny since its just a normal talk show, but both of the people are red necks.
There is a show here called "Old Radio Shows." As the name implies, the shows are all oldies, from the 30's-70's and 80's. It's a good show.