If you're into standup comedy, XM Radio's Stand Up, Sit Down with Sonny Fox is great. Long, uncensored interviews with plenty of comedy giants.
I recently discovered the Smodcast shows, and have been enjoying them.
I hate to agree with an Oilers fan, but he's right- the Ricky Gervais Show podcasts are one of the best things ever. Start off with the free ones, then purchase or hunt down the three seasons. If you can't get enough then, Pilkipedia has plenty more goodies.
Keeping on the comedy tip, Jimmy Pardo's Never Not Funny series isn't bad, and Doug Benson's I Love Movies is very entertaining.
Also, for the poker junkies, any incarnation of the Joe Sebok & Gavin Smith show (first The Circuit, then Pokerwire Radio, and now Pokerroad Radio are all excellent. They have a spinoff show that's non-poker related called Two Jacks In The Hole that I recommend also.
Some other ones I downloaded recently but haven't yet listened to are Keith And The Girl,and Scene Unseen, both of which came highly recommended.
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