Someone here turned me on to Carolla way back in Feb '09, I've been a daily listener since.
I've since listened to his show with Dr. Drew.
I also catch Dameshek's Football Program.
I'll listen to Coach Sal's Bills Podcast from time to time (you may have heard one Gib Tac representing the Bills backers of Chicago in his post-draft show)
And, of course, I have my own Bills podcast: Bills and Beers. We've been going strong since 2009. (billsandbeers.com)
One that I used to listen to regularly was Dan Carlin's Common Sense. It's a non-partisan (neither Dem nor Rep) political show. It's a fresh thinking show, but his less frequent one, Hardcore History, is GREAT.