Conversations with Tyler

Cass Sunstein on Liberalism and Rights in the Age of AI

Nov 26, 2025 · 1h 19m

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 …

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Arthur Brooks on Reinvention, Religion, and the Science of Happiness

Apr 01, 2026 · 59m

Paul Gillingham on Why Mexico Stays Together

Mar 25, 2026 · 1h 4m

Harvey Mansfield on Machiavelli, Straussianism, and the Character of Liberal Democracy

Mar 18, 2026 · 49m

Alison Gopnik on Childhood Learning, AI as a Cultural Technology, and Rethinking …

Dec 17, 2025 · 1h 1m

Cass Sunstein on Liberalism and Rights in the Age of AI

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Faallo dheeraad ah

Arthur Brooks on Reinvention, Religion, and the Science of Happiness

Paul Gillingham on Why Mexico Stays Together

Harvey Mansfield on Machiavelli, Straussianism, and the Character of Liberal Democracy

Henry Oliver on Measure for Measure, Late Bloomers, and the Smartest Writers …

Joe Studwell on Africa, Asia, and What Development Actually Requires

Andrew Ross Sorkin on Market Bubbles, Banking Rules, and the Real Lessons …

Diarmaid MacCulloch on Christianity, Sex, and Unsettling Settled Facts

Brendan Foody on Teaching AI and the Future of Knowledge Work

Conversations with Tyler 2025 Retrospective

Alison Gopnik on Childhood Learning, AI as a Cultural Technology, and Rethinking …