Ziwe explores diversity in the workplace with Amber Riley; she sends a writer to host a diversity training with a group of opinionated employees; features guests Josh Sharp, Marie Faustin, Michelle Davis and Ike Ufomadu.

Ziwe explores what it takes to be Miss Universe with America's Sweetheart, Drew Barrymore then attends media training and puts her new skills to the test in a high fashion magazine shoot. Featuring iconic guests Melody Kimmel, Aparna Nancherla, Chloe Cherry and River Ramirez.

Ziwe explores the commercialization of Juneteenth with Wayne Brady, exchanges gifts with her writers and sends a correspondent to go Juneteenth Caroling in New York City to spread holiday cheer. Featuring iconic guests Laura Benanti, Larry Owens, Michelle Davis, Ronald Metellus, Sam Taggart, Ike Ufomadu, Zaire Saa Hallie, John Reynolds, Jackie Hoffman and AnnaSophia Robb with music by Ziwe & Jen Goma. Season finale.