'The New Yorker' editor David Remnick joins Dylan to reflect on his nearly three-decade tenure as the magazine marks its 100th anniversary. He delves into the evolution of the magazine industry over the years, an inside look at sustaining The New Yorker’s unparalleled loyal subscriber base, and how the publication has uniquely blended serious journalism with humor. David also touches on the challenges of navigating the advent of A.I., and how the company is planning for the future To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

The Atlantic’s C.E.O. Nick Thompson joins Dylan for a candid conversation about the existential challenges of leading a media company, centered around the looming threats and opportunities of A.I. Nick envisions a media ecosystem where their web presence goes away, and lays out his growth strategy to mitigate the concerns: building the strongest possible direct relationships with readers while cutting out reliance on tech platforms altogether. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

NBC News vet and former Meet the Press anchor Chuck Todd joins Dylan for a candid conversation about his departure from the network after nearly two decades. He reflects on the decline of media trust, the urgent need to revitalize local journalism, and how the internet has reshaped news consumption. Chuck also scrutinizes the nationalization of politics before the duo switch gears to explore the potential for podcasts to evolve into dynamic, multi-hour programming, à la ESPN’s signature daytime shows. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

MSNBC’s Chris Hayes joins Dylan for a thrilling and sobering deep dive into how social media and smartphones hijacked our brains; how attention became the single most powerful currency in the political economy; and why Donald Trump is singularly effective at commanding it. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John Ourand joins Dylan for an insider’s look at how the NFL is preparing for the upcoming Super Bowl in New Orleans—and whether the league is feeling the effects of small-market Chiefs fatigue. The duo also delve into the crucial role of live sports rights in keeping media businesses afloat, and explore how streaming giants like Amazon and Netflix are reshaping the future of sports broadcasting. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

The New York Times’ Ben Mullin joins Dylan for a deep dive into Mark Thompson’s attempt to transform CNN from a cable television network into a digital and streaming juggernaut. After a round of mass layoffs, the duo contemplate whether CNN as a digital-first enterprise can maintain the network’s influence in a post-linear landscape, and whether Thompson actually has a plan to get there. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

NBC News correspondent Jacob Soboroff joins Dylan to share his unique experience covering the devastating Los Angeles fires, which destroyed his childhood home in Pacific Palisades. Then, as Trump’s inauguration looms with ambitious deportation plans, Jacob provides an inside look at his extensive reporting on immigration at the border. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

Ashlee Vance, a former Bloomberg tech reporter and Elon Musk's biographer, discusses his bold venture, Core Memory, a new sci-tech media startup. He shares insights on transitioning from legacy media to harnessing AI's transformative power. The conversation explores AI's impact on jobs, creative storytelling, and the relationship between tech leaders and politics, particularly in the wake of figures like Trump. Vance emphasizes the need for innovative journalism that balances technology's promise with ethical concerns.

Jon Kelly joins Dylan to ruminate on a handful of developments across the media landscape: Will Lewis’s fantasy subscriber number for The Washington Post; Emma Tucker’s stalwart leadership at The Wall Street Journal; the latest on Mark Thompson’s CNN digital transformation strategy; and the impending A.I. newsroom revolution. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

Ian Orefice, founder of EverWonder Studio and former TIME Studios president, joins Dylan to dig into how live sports has become the next front in the streaming wars. Then they kibitz about EverWonder’s role in producing the record-breaking Netflix Christmas NFL games and whether the Tyson vs. Paul fight represents the future of sports media rights battles to come. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices