Globalization was once viewed as economic destiny: it would spread prosperity worldwide, destroy authoritarian regimes, and counterbalance industrial decline with innovation and growth. The reality has been far more negative, with communities hollowed out and a political landscape defined by resentment of elites, strategic rivalry with China, and skepticism that the system was ever meant to support American workers.

One of the leading architects of globalization, Ernesto Zedillo, former Mexican president and professor at the Yale Jackson School of Global Affairs, joins Oren to make the case that the old international trade system remains sound and that the real failures lie in domestic policy and the lack of institutional reform. During the conversation, Oren presses him on whether those explanations can withstand the reality of deindustrialization, supply-chain vulnerability, and worker displacement.

Together, they examine what went wrong, what defenders of the old order still believe, and whether the next technological wave will intensify the debate rather than resolve it.

Heading into the holidays, the hottest gifts on the shelf are AI-powered smart toys, leading parents to confront a troubling question: what happens when machines start reading to our kids, teaching them, and becoming their companions? At the same time, schools, already grappling with record learning loss, are rushing to adopt AI tools with little evidence they help children learn or grow.

Brad Littlejohn, director of programs and education at American Compass, joins Oren to explore how AI slipped into classrooms and Christmas shopping carts and why smart devices often undermine the very skills childhood and education depend on. They discuss the rise of phone-free schools, the lure of AI tutors, and what it will take to draw real boundaries in a technological world built to erode them.

For decades, America told its young strivers that the path to economic security ran through degrees, credentials, and a foothold in the professional class. But as housing costs climb and career ladders shrink, even the “successful” are finding the old promise slipping away.

John Carney, economics editor at Breitbart, joins Oren to unpack why today’s economy feels like a winner-take-all contest and why rising productivity—not rising population—must anchor America’s next stage of growth. They explore the collapse of old economic assumptions and narratives, the emergence of a new economic paradigm, and what it will take to rebuild broad-based prosperity.

Further Reading:

• "Zohran's Park Slope Populists" by John Carney.

Artificial intelligence has leapt from speculative theory to everyday tool with astonishing speed, promising breakthroughs in science, medicine, and the ways we learn, live, and work. But to some of its earliest researchers, the race toward superintelligence represents not progress but an existential threat, one that could end humanity as we know it.

Eliezer Yudkowsky and Nate Soares, authors of If Anyone Builds It, Everyone Dies, join Oren to debate their claim that pursuing AI will end in human extinction. During the conversation, a skeptical Oren pushes them on whether meaningful safeguards are possible, what a realistic boundary between risk and progress might look like, and how society should judge the costs of stopping against the consequences of carrying on.

Western politics has increasingly been shaped by a widening divide between the “Somewheres” and the “Anywheres”—those rooted in place and community versus those defined by education, mobility, and openness to change. This clash has fueled populist revolts, strained national solidarity, and reshaped debates over immigration, work, and identity.

David Goodhart, author of The Road to Somewhere and The Care Dilemma, joins Oren Cass to discuss how this cultural split took hold and how to restore balance between these two groups. They also explore how this divide has shaped the rise of populism, the undervaluing of care and family life, and how re-centering dignity, community, and shared purpose could renew modern societies.

America’s labor laws promise fairness for workers and a level playing field for businesses, but promises mean little without enforcement. Underfunded agencies and administrative failures have allowed bad corporate actors to exploit employees unable to defend themselves.

Seema Nanda, the Solicitor of Labor for the Biden administration, joins Oren to discuss why labor enforcement has fallen into crisis and how immigration policy further complicates the landscape. They explore what it takes to hold employers accountable, why strong enforcement is essential for the economy, and how to credibly rebuild America’s protections for workers.

A favorite libertarian parable, I, Pencil, portrays the market as a mystical force beyond human control, an “invisible hand” that government must never try to steer. This conversation tells a different story: how Sharpie manufacturing returned from China to America, and what we can learn about how policy can shape markets in the national interest.

Chris Griswold, policy director at American Compass, joins Oren to discuss his Commonplace essay, I, Sharpie, and what the marker’s story reveals about reindustrialization, automation, and worker power. They trace how tariffs and long-term investment helped bring Sharpie production back to Tennessee, explore why automation need not threaten good jobs, and explain how technology and labor can advance together in a high-wage, high-innovation economy.

Further Reading:

• “I, Sharpie,” by Chris Griswold

While the nation’s cultural curators cluster in a few wealthy zip codes, the voters who decide its elections remain rooted in towns where family, church, and work still bind community together. The result is a political and media class increasingly alien to the country it claims to represent, a dynamic cast in stark relief by the recent memorial for Charlie Kirk.

Salena Zito, author of Butler and political reporter for the Washington Examiner, joins Drew to explain how rootedness, not ideology, drives much of American politics. They discuss the divide between “placed” and “placeless” citizens and why that distinction is fundamental to understanding the rise of President Trump, before focusing on how increasing energy demands from AI data centers could revitalize jobs for “placed” Americans.

Further Reading:

• Butler: The Untold Story of the Near Assassination of Donald Trump and the Fight for America’s Heartland, by Salena Zito
• “Down In a Pennsylvania Mine, I Saw Coal’s Future,” by Salena Zito, Washington Post
• “New Survey Upends Conventional Wisdom About the American Dream,” American Compass

President Trump's second term has brought with it a more combative approach to the American press. Supporters have cheered it as overdue payback for the media's bias, but have the president's recent actions—from threatening broadcast licenses to million-dollar lawsuits against outlets—crossed a line?

Emily Jashinsky, DC correspondent for UnHerd and host of the Afterparty podcast, and Haisten Willis, editor of Commonplace, debate whether Trump's recent actions are what a uniquely hostile legacy media deserves, or worrying developments in press freedom. They dive into the history of how the press and the president have historically done business, share stories from their own time spent in the White House press pool, and end on the positive impact of new and alternative outlets for an industry where public trust is in free fall.

Further reading:

• "How Far Is Too Far on Trump's Media Pushback?" by Haisten Willis

Efforts to modernize labor law have stalled in Washington for decades, leaving workers vulnerable to delayed contracts, retaliation, and corporate maneuvers. Meanwhile, a new challenge looms for workers: rapid advances in automation and artificial intelligence, which could threaten not only blue-collar jobs but also white-collar professions once thought untouchable.

Sean M. O’Brien, general president of the International Brotherhood of Teamsters, joins Oren to discuss labor’s realignment in the Trump era and amid technological change. They discuss the Faster Labor Contracts Act, a new bipartisan proposal to guarantee workers a faster first contract. Additionally, they explore the pitfalls of all-or-nothing union strategies, what it takes to build coalitions across party lines, and how organized labor can and should respond to the coming wave of technological innovation.

Further Reading:

• “Unlock American Prosperity by Passing the Faster Labor Contracts Act,” by Sean M. O’Brien