I have been totally hooked on Marc Maron’s WTF podcast. He dives deep with the famous and kind of famous in long interviews that in the aggregate make you a total insider into the world of show business — mostly comedy but also movies and music. And he manages to converse in a personal tone that make these celebrities frankly talk about what they really care about and who they are. There are about a million episodes (if you pay ten bucks, I think you get access to them all, otherwise the most recent 100), so you can pick and choose. The Louis CK two-parter is univerally recognized as one of the best in the history of podcasting.