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Conversations with Tyler
30 episodes
Daron Acemoglu on Liberalism, Automation, and the Educated Elite
Ep 286 · Aug 12, 2026 · 56 min
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 Rouss…
Julia Ioffe on Russian Women, Missing Men, and the Roots of Autocracy
Ep 285 · Aug 5, 2026 · 55 min
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 returni…
Andrew Graham-Dixon on Vermeer, a Forgotten Sect, and Underrated Artists
Ep 284 · Jul 22, 2026 · 57 min
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 wher…
Chase Koch on Principles, Music, and Overcoming Entropy
Ep 283 · Jul 15, 2026 · 54 min
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 Origin…
Joel Mokyr on Clans, Corporations, and a Culture of Growth
Ep 582 · Jul 8, 2026 · 46 min
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 learn…
Joanne Paul on Thomas More and the Tudor World
Ep 281 · Jun 24, 2026 · 50 min
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,…
Dave Baszucki on Roblox, Teen Entrepreneurs, and the Future of Play
Ep 280 · Jun 17, 2026 · 53 min
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 Da…
Katja Hoyer on Weimar, the GDR, and the German Character
Ep 279 · Jun 10, 2026 · 1 hr 1 min
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…
Toby Wilkinson on Ptolemaic Egypt and the First Great Commercial Civilization
Ep 278 · May 27, 2026 · 46 min
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 A…
Bob Spitz on the Rolling Stones, Bruce Springsteen, and the Art of Biography
Ep 277 · May 13, 2026 · 56 min
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…
Craig Newmark on Institutional Maintenance, Giving Away Control, and the Internet We Were Promised (Live at 92NY)
Ep 276 · Apr 29, 2026 · 47 min
Craig Newmark's career, in retrospect, looks like a series of deliberate subtractions: he kept Craigslist plain, stepped aside as CEO early on, gave his equity to his foundation, and now funds people and gets out of their way. His theory, arrived at gradually, is that recognizing your limitations and relying on your network is how you get more done. Tyler and Craig discuss why webpage design has gotten worse for 30 years, what Craig's "obsessive customer service disorder" taught him about human…
Kim Bowes on the Economic Lives of Rome's Ninety Percent
Ep 275 · Apr 15, 2026 · 1 hr 1 min
Kim Bowes is an archaeologist at the University of Pennsylvania whose book, Surviving Rome: The Economic Lives of the Ninety Percent, Tyler calls perhaps his favorite economics book of 2025. By sifting through the material remains of Roman life — shoes, bricks, ceramics, and the like — she uncovers a picture of ordinary Romans who could evidently afford to buy multiple sets of colorful clothes, use gold coins for daily transactions, and eat peppercorns sourced from thousands of miles away. This…
Arthur Brooks on Reinvention, Religion, and the Science of Happiness
Ep 274 · Apr 1, 2026 · 60 min
Click here to find Tyler's new generative book, The Marginal Revolution: Rise and Decline, and the Pending AI Revolution! Arthur Brooks reckons he's on the fourth leg of a spiral-shaped career: French horn player, economist, president of the American Enterprise Institute, and now Harvard professor and evangelist for the science of happiness. His new book, The Meaning of Your Life: Finding Purpose in an Age of Emptiness, argues that happiness isn't a feeling but a combination of enjoyment, satisf…
Paul Gillingham on Why Mexico Stays Together
Ep 273 · Mar 25, 2026 · 1 hr 5 min
Buy tickets for the live Conversations with Tyler recording with Craig Newmark at 92NY! Tyler calls Paul Gillingham's new book, Mexico: A 500-Year History, the single best introduction to the country's past—and one of the best nonfiction books of 2026. Paul brings both an outsider's eye and ground-level knowledge to Mexican history, having grown up in Cork — a place he'd argue gave him an instinctive feel for fierce local autonomy and land hunger —earning his doctorate on the Mexican Revolution…
Harvey Mansfield on Machiavelli, Straussianism, and the Character of Liberal Democracy
Ep 272 · Mar 18, 2026 · 49 min
Buy tickets for the live Conversations with Tyler recording with Craig Newmark at 92NY! Few living scholars can claim to have shaped how we read Machiavelli as decisively as Harvey Mansfield. His new book, The Rise and Fall of Rational Control, argues that Machiavelli didn't just write about politics—he invented the intellectual machinery of the modern world, starting with the concept of "effectual truth," which Mansfield credits as the seed of modern empiricism. At 93, after 61 years of teachin…
Henry Oliver on Measure for Measure, Late Bloomers, and the Smartest Writers in English
Ep 271 · Mar 4, 2026 · 59 min
Sign up for the Chicago CWT Listener Meetup. Henry Oliver is the preeminent literary critic for non-literary nerds. His Substack, The Common Reader, has thousands of subscribers drawn in by Henry's conviction that great literature is where ideas "walk and talk amongst the mess of the real world" in a way no other discipline can match. Tyler, who has called Henry's book Second Act "one of the very best books written on talent," sat down with him to compare readings of Measure for Measure and rang…
Joe Studwell on Africa, Asia, and What Development Actually Requires
Ep 270 · Feb 18, 2026 · 53 min
When Tyler called Joe Studwell's How Asia Works "perhaps my favorite economics book of the year" back in 2013, he wasn't alone: it became one of the most influential treatments of industrial policy ever written. Now Studwell has turned his attention to Africa with How Africa Works. Tyler calls it excellent, extremely well-researched, and essential reading, but does Studwell's optimism about the continent hold up under scrutiny? Tyler and Joe explore whether population density actually solves dev…
Andrew Ross Sorkin on Market Bubbles, Banking Rules, and the Real Lessons of 1929
Ep 269 · Feb 4, 2026 · 56 min
Andrew Ross Sorkin sees the crash of 1929 as a tale of excessive leverage and irrational speculation, but Tyler wonders: maybe those sky-high 1929 prices were actually justified given America's remarkable century ahead. Maybe the real problem was the "Negative Nellies" who panicked afterward rather than the speculators everyone blamed. For that matter, isn't 2008 looking less and less like a bubble with each passing year? Tyler and Andrew debate whether those 1929 stock prices were justified, wh…
Diarmaid MacCulloch on Christianity, Sex, and Unsettling Settled Facts
Ep 268 · Jan 21, 2026 · 60 min
Tyler considers Diarmaid MacCulloch one of those rare historians whose entire body of work rewards reading. This work includes his award-winning Cranmer biography, his sweeping histories of Christianity and the Reformation, and his latest on sex and the church, which demonstrates what MacCulloch calls the historian's true vocation: unsettling settled facts to keep humanity sane. Tyler and Diarmaid explore whether monotheism correlates with monogamy, Christianity's early instinct towards egalitar…
Brendan Foody on Teaching AI and the Future of Knowledge Work
Ep 267 · Jan 7, 2026 · 1 hr 1 min
At 22, Brendan Foody is both the youngest Conversations with Tyler guest ever and the youngest unicorn founder on record. His company Mercor hires the experts who train frontier AI models—from poets grading verse to economists building evaluation frameworks—and has become one of the fastest-growing startups in history. Tyler and Brendan discuss why Mercor pays poets $150 an hour, why AI labs need rubrics more than raw text, whether we should enshrine the aesthetic standards of past eras rather t…
Conversations with Tyler 2025 Retrospective
Ep 266 · Dec 23, 2025 · 60 min
Help us keep the conversations going in 2026. Donate to Conversations with Tyler today. On this special year-in-review episode, Tyler and producer Jeff Holmes look back on the past year on CWT and more, including covering the most popular and underrated episodes, why single-subject deep dives made for some of the best conversations this year, the biggest AI surprises and how LLMs changed the show's production function, what happened with the Magnus Carlsen episode, listener questions on everythi…
Alison Gopnik on Childhood Learning, AI as a Cultural Technology, and Rethinking Nature vs. Nurture
Ep 265 · Dec 17, 2025 · 1 hr 1 min
Help us keep the conversations going in 2026. Donate to Conversations with Tyler today. Alison Gopnik is both a psychologist and philosopher at Berkeley, studying how children construct theories of the world from limited data. Her central insight is that babies learn like scientists, running experiments and updating beliefs based on evidence. But Tyler wonders: are scientists actually good learners? It's a question that leads them into a wide-ranging conversation about what we've been systematic…
Gaurav Kapadia on New York City, Investing, and Contemporary Art
Ep 264 · Dec 10, 2025 · 60 min
Help us keep the conversations going in 2026. Donate to Conversations with Tyler today. Gaurav Kapadia has deliberately avoided publicity throughout his career in investing, which makes this conversation a rare window into how he thinks. He now runs XN, a firm built around concentrated bets on a small number of companies with long holding periods. However, his education in judgment began much earlier, in a two-family house in Flushing that his parents converted into a four-family house. It was t…
Dan Wang on What China and America Can Learn from Each Other
Ep 263 · Dec 3, 2025 · 1 hr 33 min
Help us keep the conversations going in 2026. Donate to Conversations with Tyler today. Dan Wang argues that China is a nation of engineers while America is a nation of lawyers, and this distinction explains everything from subway construction to pandemic response to why Chinese citizens will never have yards with dogs. His prescription: America should become 20% more engineering-minded to fix its broken infrastructure, while China needs to be 50% more lawyerly so the Communist Party can stop st…
Cass Sunstein on Liberalism and Rights in the Age of AI
Ep 262 · Nov 26, 2025 · 1 hr 20 min
Cass 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-undermi…
Blake Scholl on Supersonic Flight and Fixing Broken Infrastructure - Live at the Progress Conference
Ep 261 · Nov 19, 2025 · 38 min
Blake Scholl is one of the leading figures working to bring back civilian supersonic flight. As the founder and CEO of Boom Supersonic, he's building a new generation of supersonic aircraft and pushing for the policies needed to make commercial supersonic travel viable again. But he's equally as impressive as someone who thinks systematically about improving dysfunction—whether it's airport design, traffic congestion, or defense procurement—and sees creative solutions to problems everyone else h…
Donald S. Lopez Jr. on Buddhism
Ep 260 · Nov 12, 2025 · 57 min
Register for the Austin listener meetup Donald S. Lopez Jr. is among the foremost scholars of Buddhism, whose work consistently distinguishes Buddhist reality from Western fantasy. A professor at the University of Michigan and author of numerous essential books on Buddhist thought and practice, he's spent decades studying Sanskrit and Tibetan texts, including a formative year spent living in a Tibetan monastery in India. His latest book, The Buddha: Biography of a Myth, tackles the formidable ch…
Sam Altman on Trust, Persuasion, and the Future of Intelligence - Live at the Progress Conference
Ep 259 · Nov 5, 2025 · 55 min
Register for the Austin listener meetup Sam Altman makes his second appearance on the show to discuss how he's managing OpenAI's explosive growth, what he's learned about hiring hardware people, what makes roon special, how far they are from an AI-driven replacement to Slack, what GPT-6 might enable for scientific research, when we'll see entire divisions of companies run mostly by AI, what he looks for in hires to gauge their AI-resistance, how OpenAI is thinking about commerce, whether GPT-6 w…
Jonny Steinberg on South African Crime and Punishment, the Mandelas' Marriage, and the Post-Apartheid Era
Ep 258 · Oct 28, 2025 · 52 min
Tyler considers Winnie and Nelson: Portrait of a Marriage one of the best books of the last decade, and its author Jonny Steinberg one of the most underrated writers and thinkers—in North America, at least. Steinberg's particular genius lies in getting uncomfortably close to difficult truths through immersive research—spending 350 hours in police ride-alongs, years studying prison gangs and their century-old oral histories, following a Somali refugee's journey across East Africa—and then renderi…
George Selgin on the New Deal, Regime Uncertainty, and What Really Ended the Great Depression
Ep 257 · Oct 15, 2025 · 1 hr 9 min
George Selgin has spent over four decades thinking about money, banking, and economic history, and Tyler has known him for nearly all of it. Selgin's new book False Dawn: The New Deal and the Promise of Recovery, 1933–1947 examines what the New Deal actually accomplished—and failed to accomplish—in confronting the Great Depression. Tyler and George discuss the surprising lack of fiscal and monetary stimulus in the New Deal, whether revaluing gold was really the best path to economic reflation, h…
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