If you're looking for some good, recent podcasts, you might want to check out this interview with Brad Williams over at Robojuice. It's an hour-long show focused on security and the question of whether WordPress is secure enough for Microsoft.
The latest Mastermind.fm podcast includes Karim Marucchi of Crowd Favorite. Karim always has an interesting story to tell, and this podcast doesn't disappoint. He also shares some business experience: “If you are going to fail, fail fast.”