The Grill Room

Christian Baesler, the new C.E.O. of Business Insider, joins Dylan to lay out his strategy for revitalizing the media company. He makes the case for monetizing scale beyond the website, doubling down on pro-consumer niches like AI Insider and CMO Insider, and using A.I. to sharpen the publication’s journalism. Baesler also shares his vision for Business Insider to become a platform for independent creators—like a music label for journalists or… Substack.

Julia and Dylan discuss Ross Douthat’s move from The New York Times to CBS’s 60 Minutes—and what it signals about the Times’ pivot to video, which may have inadvertently created a star system with real talent-retention consequences. They also dig into the broader challenge of holding onto talent inside legacy organizations, the growing pull of going independent, and why video has become so central to driving engagement and keeping audiences.

John Ourand joins Dylan to make sense of the evolving sports media landscape and the outsized role streamers like Amazon Prime and Netflix now play in the battle for rights. They discuss why the streamers are leaning into sports while remaining wary—the A.I. capex race is eating into budgets—and get into the World Cup’s record viewership and revenue on Fox. They also look ahead to the uncertain 2030 and 2034 World Cup rights negotiations, FIFA’s controversial privatization plans, the future of MLS, and more.

In this special replay episode, new BuzzFeed majority stakeholder Byron Allen joins Dylan to discuss his plans for the platform—and his long-term goal of building the world’s biggest media company. They discuss how the acquisition could help boost awareness for his app, Local Now, and his plan to ultimately turn BuzzFeed into a free streaming service (like YouTube) to appeal to advertisers and content creators.

Julia and Dylan reunite to reflect on the biggest media plotlines of the first half of 2026: the impact of A.I. on news organizations, the rise of prediction markets, and the transformation of platforms like YouTube and Instagram into full-blown entertainment hubs. They also dig into the struggles of legacy brands like CBS and CNN to adapt, before looking ahead at how media companies can evolve, differentiate, and stay alive in an increasingly hopeless era of A.I. slopification.

In this special crossover episode of The Powers That Be, Brian Tyler Cohen, progressive content creator and author of The Day After, joins Peter Hamby to diagnose the Democratic Party’s persistent media problem. Cohen digs into why the party's reliance on traditional press has left it flat-footed against Trump’s effective use of various platforms. He also takes aim at the F.C.C. under Brendan Carr, and makes the case that broader outreach—and far less infighting—is the only way forward for his party. 

Julia and Dylan reunite to examine the perennial crisis in local news and The New York Times’ new bet on solving it—a local newsletter launching in the Twin Cities. They discuss the strategic thinking behind the “experiment” and why the Times, of all players, might have the resources and reach to actually make this model work.

Stephen Dubner, author of Freakonomics and host of Freakonomics Radio, joins Dylan to discuss the makings of his new YouTube show, Better in Person. Stephen gets into his pivot from traditional to digital media, the value of authenticity in an increasingly crowded media landscape, and what he hopes audiences take away from the show.

There’s a lot of dopey financial advice out there. Jill Schlesinger is here to call it out, answer your questions, break down the financial news that actually matters, and help you manage your money without losing your mind. No jargon. No judgment. Just clear, actionable financial guidance about saving, investing, buying a home, managing your career, and deciding how to spend your hard-earned dollars.  When it’s time to panic, Jill will tell you. When everyone else is panicking and you shouldn’t be, Jill will tell you that too. Your money. Your move. Let’s go.

Julia and Dylan reunite to dig into The New York Times’s pivot to a video-first model—confirmed this week by executive editor Joe Kahn, who’s likening the shift to the paper’s move from print to digital. They discuss what it means for the Times’s business and marketing strategy, what happens to newsroom culture when a star system takes hold, and what the move portends for journalism writ large. They also touch on Netflix’s upcoming earnings and what they’re likely to reveal about the state of streaming.