Annie Jacobsen on Nuclear War, Intelligence Operations, and Conspiracy Realities
Release Date: 08/06/2025
Kim Bowes on the Economic Lives of Rome's Ninety Percent
Conversations with Tyler
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...
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Arthur Brooks on Reinvention, Religion, and the Science of Happiness
Conversations with Tyler
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...
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Paul Gillingham on Why Mexico Stays Together
Conversations with Tyler
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...
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Harvey Mansfield on Machiavelli, Straussianism, and the Character of Liberal Democracy
Conversations with Tyler
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...
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Henry Oliver on Measure for Measure, Late Bloomers, and the Smartest Writers in English
Conversations with Tyler
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...
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Joe Studwell on Africa, Asia, and What Development Actually Requires
Conversations with Tyler
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...
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Andrew Ross Sorkin on Market Bubbles, Banking Rules, and the Real Lessons of 1929
Conversations with Tyler
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...
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Diarmaid MacCulloch on Christianity, Sex, and Unsettling Settled Facts
Conversations with Tyler
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...
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Brendan Foody on Teaching AI and the Future of Knowledge Work
Conversations with Tyler
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...
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Conversations with Tyler 2025 Retrospective
Conversations with Tyler
Help us keep the conversations going in 2026. 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...
info_outlineAnnie Jacobsen has a favorite word for America's nuclear doctrine: madness. It's madness that any single person has six minutes to decide the fate of civilization, madness that we've built weapons capable of ending the world in 72 minutes, and madness that everything hangs by the thread of deterrence. But to Tyler, life is "a lot of different kinds of madness," and the real question is simply getting the least harmful form available to us. It's a conversation sparked by her latest book Nuclear War: A Scenario, which Tyler calls one of his favorites from last year—and which is compelling enough that Denis Villeneuve is turning it into a screenplay.
Tyler and Annie explore whether we should be more afraid of nuclear weapons or if fear itself raises the risks, who should advise presidents during the six-minute decision window, whether moving toward disarmament makes us safer or more vulnerable, what Thomas Schelling really meant about nuclear war and rational actors, the probability that America would retaliate after a nuclear attack, the chances of intercepting a single incoming ICBM, why missile defense systems can't replicate Israel's Iron Dome success, how Pakistan-India nuclear tensions could escalate, why she's surprised domestic drone attacks haven't happened yet, her reporting on JFK assassination mysteries and deathbed phone calls, her views on UFOs and the dark human experiments at Area 51, what motivates intelligence community operators, her encounters with Uri Geller and CIA psychic research, what she’s working on next, and more.
Read a full transcript enhanced with helpful links, or watch the full video on the new dedicated Conversations with Tyler channel.
Recorded May 19th, 2025.
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