Cass Sunstein on Liberalism and Rights in the Age of AI
Release Date: 11/26/2025
Daron Acemoglu on Liberalism, Automation, and the Educated Elite
Conversations with Tyler
Daron Acemoglu returns for his second appearance with a new book, What Happened to Liberal Democracy?, which Tyler reads as an attempt to redefine and revitalize liberalism for our times. Where Daron’s first visit was about how states and societies contend for the narrow corridor in which liberty survives, this one asks what liberals themselves got wrong, and the answer implicates the educated elite—that is to say, you. Tyler and Daron discuss what's wrong with social contract theories and Rousseau's general will, whether Acemoglu is more objectivist than Rorty, why he blames left...
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Julia Ioffe on Russian Women, Missing Men, and the Roots of Autocracy
Conversations with Tyler
Julia Ioffe left the USSR as a child and came back as an adult journalist to find that the confident, credentialed women she remembered from her Soviet childhood had largely been supplanted by those chasing marriage and domesticity instead. That disorienting reversal is the engine of her book Motherland, a National Book Award finalist that reconstructs modern Russian history almost entirely through its women. Her account, drawn from her own family's history as well as the archives, keeps returning to one plain observation: Soviet policy pushed women into the workforce, the medical schools,...
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Andrew Graham-Dixon on Vermeer, a Forgotten Sect, and Underrated Artists
Conversations with Tyler
Andrew Graham-Dixon’s new book, Vermeer: A Life Lost and Found, rests on the conviction that you cannot understand what's in a painting without knowing what its maker was thinking about. In Vermeer's case, that context includes a forgotten liberal sect — the Remonstrants and Collegiants, Christians without a church who believed peace would come through reading and toleration rather than a returning Messiah. Recover that world and a woman alone in a sunlit room is a radical image in a Europe where half of Germany had just died in war. If he's right, the label beside every Vermeer in every...
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Chase Koch on Principles, Music, and Overcoming Entropy
Conversations with Tyler
Chase Koch grew up receiving Sunday philosophy lessons from his father Charles and, by his own account, spent most of them half asleep while his sister supplied the answers. The principles didn’t land until he lived them: throwing tennis matches as a bored teenager, getting shipped off to shovel manure at a feed yard twelve hours later, then spending five years battling Brazilian bureaucracy to build a fertilizer terminal that should have taken one. Today he is Executive Vice President of Origination and Partnerships, leader and donor to Stand Together, plays lead guitar in a band...
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Joel Mokyr on Clans, Corporations, and a Culture of Growth
Conversations with Tyler
Joel Mokyr co-won the 2025 economics Nobel for exploring the question that traces back to the beginning of economics: how did sustained economic growth suddenly become normal? For nearly all of human history, cleverness didn't compound. What changed, according to Mokyr, was twofold: first, you need to know why something works, so that one advance can seed the next; second, you need a culture willing to tolerate the disruption. His new book contrasts Europe with China, showing how Europeans learned to cooperate with people they weren't related to, in guilds, monasteries, cities, and...
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Joanne Paul on Thomas More and the Tudor World
Conversations with Tyler
Joanne Paul is a historian at the University of Sussex, author, and a go-to Tudor expert on YouTube. She tells Tyler she's drawn to the 16th century because it sits between the medieval and the modern, and because its paths not taken are a way of asking whether our own world had to turn out this way. Her biography Thomas More: A Life takes its subject in that spirit, refusing to reduce More to either martyr or monster. Tyler and Joanne discuss how More influenced Erasmus, what to make of Utopia, why fear drove More's persecution of heretics, how Holbein's portraits of More and Cromwell differ,...
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Dave Baszucki on Roblox, Teen Entrepreneurs, and the Future of Play
Conversations with Tyler
Dave Baszucki is co-founder and CEO of Roblox, the user-generated gaming platform where all the games are built by the community itself. With over 100 million daily active users and projected revenue bookings of $7 billion this year, it is one of the largest gaming economies in the world—and one that has made millionaires out of teenage developers in Argentina, South Korea, and everywhere in between. Tyler and Dave explore why Roblox decided early against prioritizing advertising revenue, why Dave thinks the main competition of Roblox is its own execution speed rather than Fortnite, whether...
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Katja Hoyer on Weimar, the GDR, and the German Character
Conversations with Tyler
Katja Hoyer is a German-British historian who has made a career out of explaining Germany to the world—and, just as importantly, to Germans themselves. Born in East Germany in 1985 and now based in Britain, she has written acclaimed histories of the German Empire, the GDR, and most recently the Weimar Republic. Tyler and Katja discuss why communism made East Germans more loyal to the system while it bred dissidents in Poland and Hungary, how happy or unhappy life in the GDR actually was, Tyler's own bleak day-trip to East Berlin in 1984, the underrated literature of the GDR (Christa Wolf,...
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Toby Wilkinson on Ptolemaic Egypt and the First Great Commercial Civilization
Conversations with Tyler
Toby Wilkinson is one of the world's leading Egyptologists, whose books have ranged across the full sweep of pharaonic history. His latest, The Last Dynasty: Ancient Egypt from Alexander the Great to Cleopatra, covers the 300-year Ptolemaic period — stranger and more modern-feeling than the Egypt of the pyramids, built around commerce and cosmopolitanism rather than divine kingship, and home to the greatest concentration of scientific talent the ancient world ever saw. Tyler and Toby cover how Alexander took over the empire almost without a fight, why Alexandria became the Manhattan of the...
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Bob Spitz on the Rolling Stones, Bruce Springsteen, and the Art of Biography
Conversations with Tyler
Bob Spitz has written major biographies of the Beatles, Led Zeppelin, Bob Dylan, and now the Rolling Stones — but also, somehow, Ronald Reagan and Julia Child. In rock, his credentials were hard won: he started out hustling gigs for an unknown Bruce Springsteen for six years, moved on to handling Elton John's American business, and spent long enough in the world to find himself jamming with Paul McCartney and chatting with Bob Dylan on a stoop in the Village. The Reagan and Julia Child books are harder to explain, and perhaps that's the point—Spitz seems to do his best work when he has no...
info_outlineCass Sunstein is one of the most widely cited legal scholars of all time and among the most prolific writers working today. This year alone he has five books out, including Imperfect Oracle on the strengths and limits of AI and On Liberalism: In Defense of Freedom. In his second appearance on the show, he brings his characteristic intellectual range to exploring liberalism’s present precariousness and AI's implications for law and speech.
Tyler and Cass discuss whether liberalism is self-undermining or simply vulnerable to illiberal forces, the tensions in how a liberal immigration regime would work, whether new generations of liberal thinkers are emerging, if Derek Parfit counts as a liberal, Mill's liberal wokeism, the allure of Mises' "cranky enthusiasm for freedom," whether the central claim of The Road to Serfdom holds up, how to blend indigenous rights with liberal thought, whether AIs should have First Amendment protections, the argument for establishing a right not to be manipulated, better remedies for low-grade libel, whether we should have trials run by AI, how Bob Dylan embodies liberal freedom, Cass' next book about animal rights, and more.
Read a full transcript enhanced with helpful links, or watch the full video on the new dedicated Conversations with Tyler channel.
Recorded October 10th, 2025.
This episode was made possible through the support of the John Templeton Foundation.
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