We welcome the creative mind behind countless iconic films and TV series like Knocked Up, The 40-Year-Old Virgin, Pineapple Express, Freaks and Geeks, and so many more -it’s none other than the incredibly talented, Judd Apatow! In honor of talking with such a comedic force and creative mind, Anna is abandoning the Unqualified game segments and using her witty interviewing skills to ask Judd the really hard-hitting questions on dating, family, his career, and more! Judd’s natural storytelling ability shines as the two talk about everything from Judd’s childhood dreams to an ongoing debate with his wife, Leslie Mann, to numerous hilarious Seth Rogen encounters. The episode wraps up as Anna, Sim, and Judd head to the phones to help their first caller, Matt, cope with his nervousness surrounding an upcoming social gathering involving his ex-girlfriend. Next on the line is Kathleen, a comedian who’s unsure how to handle romantic feelings she’s developed for a male friend who’s already in a relationship.