Conversations with Tyler

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 lesson he learned about confronting people who lie for a living, his favorite TV shows and movies, the one genuine luxury he can't go without, what he still needs to learn, and much more.
Read a full transcript enhanced with helpful links, or watch the full video on the new dedicated Conversations with Tyler channel.
Recorded April 14th, 2026.
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Timestamps:
00:00:00 - Intro
00:02:41 - Stepping Aside as CEO
00:04:20 - Customer Service and Social Skills
00:16:27 - Restaurants
00:18:06 - Music
00:19:27 - Science Fiction
00:20:14 - TV Shows
00:26:03 - Philanthropy
00:30:20 - Journalism
00:31:55 - Pigeons
00:32:50 - Entrepreneurship
00:35:09 - Craig's Personal Philosophy
00:37:37 - Major Regrets
00:39:17 - Audience Q&A
00:46:23 - Outro

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 the empire debased them, the economics of Roman slavery, whether Roman recipes taste any good, the Romans as hyper-scalers rather than inventors, what Rome made of China and Egypt, why Kim's not a fan of the Vesuvius challenge, the practicalities of landscape archaeology, how a vast belt of factories along the Tiber Valley went undiscovered until twenty years ago, where to go on a three-week tour of the Roman Empire, what she thinks is ultimately behind Rome's unraveling, and much more.
Read a full transcript enhanced with helpful links, or watch the full video on the new dedicated Conversations with Tyler channel.
Recorded February 2nd, 2026.
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Timestamps:
00:00:00 - Intro
00:01:06 - Roman Housing
00:08:28 - What Early Roman Christians Actually Believed
00:16:29 - Roman Economic Thought
00:18:39 - Roman Banking and Money Practices
00:28:48 - The Economics of Roman Slavery
00:31:56 - What Held The Roman Empire Together
00:36:46 - Roman Cookery
00:39:17 - The Romans as Masters of Scale
00:42:05 - Rome's Contact with Asia
0043:59 - The Vesuvius Challenge
00:45:13 - Ancient Carthage and the Fall of Rome
0049:43 - The Realities of Doing Archaeology
00:57:15 - Touring the Roman Empire
01:00:42 - Outro

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 placebo theory of happiness books, curiosity as an evolved positive emotion, the optimal degree of self-deception, why Arthur chose Catholicism rather than Orthodoxy, what the research says about accepting death, how he became an economist via correspondence school, AI's effect on think tanks, the future of classical music, whether Trumpism or Reaganism is the equilibrium state of American conservatism, whether his views on immigration have changed, what he and Oprah actually agree on, which president from his lifetime he most admires, Barcelona versus Madrid, what 60-year-olds are especially good at, why he's reading Josef Pieper, how he'll face death, and much more.
Read a full transcript enhanced with helpful links, or watch the full video on the new dedicated Conversations with Tyler channel.
Recorded March 19th, 2026.
This episode was made possible through the support of the John Templeton Foundation.
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Timestamps:
00:00:00 - Intro
00:02:10 - The Macronutrients of Happiness
00:07:54 - What Happiness Books are Worth
00:12:28 - The Habits of the Happiest People
00:14:27 - Why the Young Reject Happiness Advice
00:17:35 - Curiosity's Role in Happiness
00:20:22 - Self-Deception
00:22:04 - Facing Death
00:25:44 - Choosing a Religion
00:28:41 - Immigration
00:30:27 - The American Right Wing
00:33:55 - AI's Role in Happiness
00:37:12 - What Drives Generosity
00:38:37 - Oprah's Political Views
00:40:16 - Which Political Leaders Arthur Admires
00:41:59 - The Best French Horn Players
00:43:40 - Arthur's Spiral of Careers
00:48:20 - The Future of Think Tanks
00:49:50 - The Future of Classical Music
00:51:27 - Living in Spain
00:55:34 - Age and Peak Performance
00:56:12 - What Arthur Will Do Next
00:59:14 - Outro
Image Credit: Jenny Sherman

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 the ejido system held Mexico back, why Mexico worried too much about land and not enough about human capital, how Mexico's fertility rate fell below America's, why Guerrero has been violent for two centuries, why the new judicial reforms are a disaster, where to find the best food in Mexico and Manhattan, what a cache of illicit Mexican silver sitting on a ship in the English Channel has to do with his next book, and more.
Read a full transcript enhanced with helpful links, or watch the full video on the new dedicated Conversations with Tyler channel.
Recorded February 27th, 2026.
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Learn more about Conversations with Tyler and other Mercatus Center podcasts here.
Timestamps:
00:00:00 - Intro
00:01:30 - Post-Independence Mexico
00:05:18 - Peace in Yucatán
00:6:54 - Quintana Roo
00:08:24 - Mexican Infrastructure
00:10:26 - Oaxaca
00:13:54 - Great Food Outside Cities
00:16:39 - Leaders from Coahuila
00:17:50 - Military Rule and Civil War in Mexico
00:21:47 - The Cárdenas Regime
00:24:03 - The Ejido System
00:25:49 - Human Capital
00:40:59 - Doing Mexican History as a Brit
00:42:43 - Guerrero
00:48:37 - Michoacán Violence
00:50:44 - Monterrey
00:52:40 - Judicial Reforms
00:54:44 - The Best Mexican Film, Music, and Novel
00:59:42 - The Best Trip Around Mexico
01:04:05 - Outro

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 Pervert should not be taken as a model for Straussianism, the time he tried to introduce Nietzsche to Quine, why Rawls needed more Locke, what it was like to hear Churchill speak at Margate in 1953, whether great books are still being written, how his students have and haven't changed over 61 years of teaching, the eclipse rather than decline of manliness, and what Aristotle got right about old age and much more.
Read a full transcript enhanced with helpful links, or watch the full video on the new dedicated Conversations with Tyler channel.
Recorded January 22nd, 2026.
This episode was made possible through the support of the John Templeton Foundation.
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Email us: [email protected]
Learn more about Conversations with Tyler and other Mercatus Center podcasts here.
Timestamps:
00:00:00 - Bumper
00:00:36 - Intro
00:01:20 - Machiavelli's "Effectual Truth"
00:05:56 - Conspiracy Theories
00:12:39 - The Vulgarity of Democracy
00:16:35 - The Future of Straussianism
00:34:30 - Why the Supply of Great Books has Dried Up
00:37:56 - Rational Control vs. Spontaneous Order
00:40:25 - Winston Churchill
00:43:30 - Students at Harvard
00:46:05 - Manliness
00:47:34 - Death and Politics
00:48:56 - Outro
 Image Credit: Erin Clark via Getty Images