Mayor Brandon Johnson gives Lovett a 24 Hour tour of Chicago. Gillian Flynn stalks famous devils of the Windy City. Elizabeth Warren has a plan for this gerontocracy. Lovett and Clark Jones battle over famous Chicago beefs while their stomaches battle the city’s famous Italian beefs. Plus live high notes!

Ben Wikler, Chair of the Wisconsin Democratic Party, discusses the anti-democratic onslaught in Wisconsin. Alice Wetterlund looks to the stars for more civil societies. Peter Sagal and T. J. Jagodowski debate theatre etiquette. Comedian Felonious Munk looks back at a summer of fails. Plus, fire gets torched in the rant wheel.

Kevin T. Porter and Alice Wetterlund discuss the middle three episodes of The Marvelous Mrs. Maisel season five. They cover topics such as celebrities starting podcasts, confusion over episode numbers, storytelling in the current season, character intervention and realism, and actor attractiveness. They also talk about watching old commercials, Midge's drive, Susie's professional relationships, the latest episode reunion, the emotional moment, listener engagement, and the synagogue fight.