In this episode, the hosts delve into Spike Lee's controversial film Bamboozled, exploring its themes of race, representation, and satire in the entertainment industry. They discuss the impact of the film and its overt messages, as well as the complexities surrounding the use of blackface in cinema. The conversation transitions into a fun draft of the best comedies of the 21st century, showcasing the hosts' diverse tastes and opinions on what makes a great comedy. Throughout the discussion, they reflect on the evolution of African-American representation in film and the role of satire as a tool for social commentary. In this lively conversation, the hosts delve into the world of comedy films, discussing their favorite picks across various categories, including Will Ferrell comedies, Judd Apatow films, and female-driven comedies. They explore the significance of ensemble casts, debate the impact of directors, and reflect on the rewatchability of classic comedies. The episode culminates in a draft of their ultimate comedy lineups, followed by a selection of a classic film to rewatch together.