Former host of 'The Daily Show' Jon Stewart talks about the challenges of corporate constraints in the entertainment industry, including his experience with Apple. The conversation also touches on media and comedy landscape changes since his departure from 'The Daily Show'.

Discussion on the abrupt termination of the Paramount-Skydance deal by Shari Redstone, implications for Paramount and potential buyers. Speculation on Paramount's future, strategic changes in streaming landscape, and Inside Out 2 premiere. Delve into introducing new emotion 'horniness' in Pixar's Inside Out sequel.

Bloomberg's Lucas Shaw joins Matt to discuss Will Smith's comeback in 'Bad Boys: Ride or Die.' They debate movie stars opening original movies, director versus actor bankability, and NBA Finals ratings. Exploring the enduring appeal of 90s actors like Robert Downey Jr, and the success of action stars in attracting international audiences. Analyzing actors' career performances, box office success, and rising talent impact.

Joshua Lynn, President of Piedmont Media Research, discusses the research studios use to green-light movies based on what audiences want. Topics include predictions on Denzel Washington's box office potential and a Netflix stock price forecast.

Ad industry insider Michael Kassan joins Matt to dissect Netflix's foray into ads and streaming. They discuss the streaming ad market, live events, and predict 'Bad Boys: Ride or Die' box office. AI in advertising and box office projections are also explored.

Bloomberg's Lucas Shaw joins in for a summer concert tour draft where they pick four acts each, discussing the profitability of tours, ticket prices, and trends in music genres. They predict which bid will win over Shari Redstone for Paramount at the end.

Isabella Simonetti, a Wall Street Journal reporter, joins Matt to discuss the impact of older TV viewers on advertising. They explore the shift in ad pitches, age gaps between TV consumption, acceptance of older casts, and the potential decline of linear TV. Matt ends with a prediction on the distribution of 'The Apprentice' and its connection to Donald Trump's career.

Bloomberg's Lucas Shaw joins Matt to discuss the Memorial Day box office disaster and its impact on future film releases. They debate studios releasing fewer movies and make a prediction about Warner Bros. Discovery's NBA broadcasting rights.

Legal expert Eriq Gardner and host Matt discuss the U.S. government's monopoly lawsuit against Ticketmaster and Live Nation. They explore the history of the merger, why concert prices may not go down post-split, impact on secondary markets, and what a divided Ticketmaster–Live Nation might entail.

Legal expert Aaron Moss joins Matt to discuss Scarlett Johansson's potential lawsuit against OpenAI for using her voice in an AI chatbot. They explore the legal implications, compare past cases, and predict the future of the CW Network.