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, and even into combat, while asking so little of men that low expectations became self-fulfilling—and Russia is still living with the results. Julia joined Tyler to discuss why so many of Russia's great constructivist painters were women, why the tsarist government established women's medical courses in 1872, changing attitudes towards abortion and birth control in the 20th century, why the Soviet regime turned prudish, ho

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 museum will one day have to change. Tyler and Andrew discuss whether it was inevitable we'd rediscover Vermeer, how that vanishingly rare sect left its fingerprints all over his life, why the Met has misread its own Allegory of the Catholic Faith, whether Vermeer painted for money or pointedly refused to, where the Gardner's stolen Concert might be, why Dutch music never blossomed as much as Dutch painting did, how the Church

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 runs Koch Disruptive Technologies, co-chairs the foundation Stand Together, plays lead guitar in a band named for the law of entropy, and has a new book with his father on principle-driven leadership. Chase and Tyler discuss if any of his father's lessons never stuck, the guilt-trip letter his grandfather wrote three months after Charles was born, why Chase started throwing tennis matches, what Rafa's grit taught him about stoicism, who he admired most from the 1992 Dream Team, whether the Spurs should jettison De'Aaron Fox, the David Gilmour solo tha

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 universities, while China organized itself around the extended clan. One path led to internal stability and peace; the other, more restless and outward-looking, was the one that decided the world could always be made better. Tyler and Joel discuss European corporations vs. Chinese clans, why the Catholic Church became obsessed with cousin-marriage, how persistent cultural trends really are, why Chinese cities became so populous rel

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, what movie depictions get wrong about More, how his execution was viewed at the time, how the Tudor period paved the way for Shakespeare and the scientific revolution, the surprising social mobility of the period, how the City of London governed itself and where that clashed with the Crown, Joanne's upbringing in Canada and what drew her to English history, what she thinks sits beneath a lot of Britain's current stagnat

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 every mega platform inevitably becomes an everything app, how falling token costs will change the platform, why he insists all the games on Roblox are beautiful, whether Robux should have a floating exchange rate, why admitting you have kids under 13 on your platform turns out to be a competitive advantage, why he's skeptical of blanket social media bans, what his son's experience with bipolar disorder taught him about met

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, Brigitte Reimann), whether Good Bye, Lenin! got the era right, why it's no coincidence that Richter and Polke came from the East, the strange coexistence of communist prudishness and Germany's nudist culture, what Merkel's East German background did and didn't give her as a chancellor, why East Germans remain dramatically underrepresented in leadership positions today, what makes Weimar the cultural and spiritual heart of Ge

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 ancient world, whether the era was as philosophically fertile as it was scientifically, whether your ancient doctor's visit had positive expected value, what Egypt was actually exporting and selling, whether living standards rose above subsistence or stayed Malthusian, how the ethnic divide between Greek rulers and Egyptian subjects shaped society, what constrained the Ptolemaic Empire from becoming the next Rome, whether C

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 business writing the book at all. Tyler and Bob discuss how the Stones became so great so quickly, what they added to the blues, how their melodies stack up against the Beatles', whether Exile on Main Street deserves its canonical status, which songs are most underrated, what Charlie Watts actually got out of playing in a rock band, the rise and fall of Brian Jones, how the Stones outlasted nearly everyone, the influence of

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 nature, why trusting people and maintaining a nine-second rule for scams aren't as contradictory as they sound, why roommate ads are a better way to find love, why Craigslist never added seller evaluations, why Leonard Cohen speaks to him more than Bob Dylan, what William Gibson's Neuromancer got right about the internet, why Jackson Lamb is now one of his role models, why large foundations lose accountability, what two painful Ivy League grants taught him philanthropy, what he gets from rescuing pigeons, the hard le

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 vast web of commerce, she argues, both bound the empire together and provided the tax base that kept it running — and when it unraveled, Rome unraveled with it. Tyler and Kim discuss what would surprise a modern visitor to a Roman elite home, what early Roman Christianity actually looked like on the ground, why Romans never developed formal economic reasoning, what decentralized money-lending reveals about the Roman state, whether there were anything like forward markets, why Romans continued to use coins even as th

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, satisfaction, and meaning — the macronutrients of happiness, he calls them — and that most of us are gorging on the wrong ones. Tyler, naturally, wants to know: what's the marginal value of a book on happiness, and what does spiral number five look like? Along the way, Tyler and Arthur cover how scarcity makes savoring possible and why knowing you'll die young sharpens the mind, what twin studies tell us about the genetics of well-being and why that's not actually depressing, the four habits of the genuinely happy, the place

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 under Alan Knight at Oxford, and doing his fieldwork in the pueblos of Guerrero. He and Tyler range across five centuries of Mexican history, from why Mexico held together after independence when every other post-colonial superstate collapsed, to why Yucatán is now one of the safest places on earth, what two leaders from Oaxaca tell us about Mexican politics, how Mexico avoided the military coups that plagued the rest of Latin America, what Cárdenas's land reform actually achieved versus what it promised, whether

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 teaching at Harvard, Mansfield remains cheerfully unimpressed by most of contemporary philosophy, convinced that the great books are self-sustaining, and that irony is what separates serious philosophy from the rest. Tyler and Harvey discuss how Machiavelli's concept of fact was brand new, why his longest chapter is a how-to guide for conspiracy, whether America's 20th-century wars refute the conspiratorial worldview, Trump as a Shakespearean vulgarian who is in some ways more democratic than the rest of us, why Bronze Age P

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 range across English literature more broadly. Tyler and Henry trade rival readings of the play, debate whether Isabella secretly seduces Angelo, argue over whether the Duke's proposal is closer to liberation or enslavement, trace the play's connections to The Merchant of Venice and The Rape of Lucrece, assess the parallels to James I, weigh whether it's a Girardian play (Oliver: emphatically not), and parse exactly what Isabella means when she says "I did yield to him," before turning to the best way to consume Shakes

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 development, which African countries are likely to achieve stable growth, whether Africa has a manufacturing future, why state infrastructure projects decay while farmer-led irrigation thrives, what progress looks like in education and public health, whether charter cities or special economic zones can work, and how permanent Africa's colonial borders really are. After testing Joe's optimism about Africa, Tyler shifts back to Asia: what Japan and South Korea will do about depopulation, why industrial policy worked in Ea

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, what Fed and policy choices might have prevented the Depression, whether Glass-Steagall was built on a flawed premises, what surprised Andrew most about the 1920s beyond the crash itself, how business leaders then would compare to today's CEOs, whether US banks should consolidate, how Andrew would reform US banking regulation, what to make of narrow banking proposals and stablecoins, whether retail investors should get access to private equity and venture capital, why sports gambling and new financial regulations won't

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 egalitarianism, what the Eucharistic revolution reveals about the cathedral building boom, the role of Mary in Christianity and Islam, where Michel Foucault went wrong on sexuality, the significance of the clerical family replacing the celibate monk, why Elizabeth I—not Henry VIII—mattered most for the English Reformation, why English Renaissance music began so brilliantly but then needed to start importing Germans, whether Christianity needs hell to survive, what MacCulloch plans to do next, and more. Read a full transcript

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 than current ones, how quickly models are improving at economically valuable tasks, how long until AI can stump Cass Sunstein, the coming shift toward knowledge workers building RL environments instead of doing repetitive analysis, how to interview without falling for vibes, why nepotism might make a comeback as AI optimizes everyone's cover letters, scaling the Thiel Fellowship 100,000X, what his 8th-grade donut empire taught him about driving out competition, the link between dyslexia and entrepreneurship, dining out

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 everything from hotel selection to AI x-risk discourse, Tyler's serene acknowledgment that uncontrollable laughter is something he has neither experienced nor desires, reviewing his pop culture picks from 2015, and a dispatch from Muscat, Oman. Read a full transcript enhanced with helpful links, or watch the full video on the new dedicated Conversations with Tyler channel. Recorded November 5th and December 15th, 2025. Other ways to connect Follow us on X and Instagram Follow Tyler on X Follow Jeff on X Sign up for our