Not Wearing Pants with Michael Rapaport

Chelsea and Catherine get an update about a long-distance move for love, and a caller struggles with a marriage that really shouldn’t be long-distance at all. * Find our callers today on instagram! * Need some advice from Chelsea? Email us at DearChelseaPodcast@gmail.com * Execut ...  Show more

Hannah Gadsby joins Chelsea to chat about the dubious nature of cruises, why their new special features a sock puppet, and how Tasmania is not in Africa. * Need some advice from Chelsea? Email us at DearChelseaPodcast@gmail.com * Executive Producer Catherine Law Edited & Engineer ...  Show more

Ross Mathews joins Chelsea this week to discuss being a newlywed, what he’s learned from loss, and how a rock changed his life.  Then: A bestie discovers that her friend has unfollowed her over a guy.  A Minneapolitan swears he’s run out of gay men to date. And a burgeoning st ...

Chelsea’s friend Yaya joins her in-studio this week to talk about how to break up a marriage, what it means to find your person,  and the one thing Yaya can’t call Chelsea in public.  Then: Family drama erupts and a husband and wife aren’t sure who should still be in ...

Michael Rapaport is not only an incredibly talented and respected actor...he's also adorably insane! Listen in as Anna and Michael go "toe-to toe" in their first meeting and discuss how Wikipedia pages can negatively affect lives, why women who know how to dive into swimming pool ...  Show more

Actor, comedian, and podcast host Michael Rapaport (True Romance, Beautiful Girls, Deep Blue Sea) talks with Anna about his long-lost innocence, a recent altercation at a sushi bar, not being a sex symbol, his deep love of New York, being your own biggest fan and critic, Brad Pit ...  Show more