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 willi...

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 eit...

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 betwe...

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...

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 t...

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 M...

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 g...

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, u...

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 Purpos...

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 instinc...

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 "effect...

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 ver...

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 c...

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 bubbl...

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...

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...

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'...

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 learner...

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 earl...

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...

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 precariousnes...

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...

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 Tib...

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 loo...

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...