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

4 Mar 2026 · 59 min
Conversations with Tyler

4 Mar 2026 · 59 min

0:00

In this episode of Conversations with Tyler, host Tyler Cowen interviews Mercatus research fellow Henry Oliver, author of Second Act. The conversation begins with a discussion of Shakespeare’s Measure for Measure, exploring why the play fell out of popularity, its thematic complexity, and multiple interpretive lenses: pragmatic, feminist, anti‑Christian, secular‑authority skepticism, fertility‑crisis reading, incest/fertility metaphor, Girardian substitution, and its possible resonance with James I’s court. Oliver and Cowen debate the play’s ending, the moral dilemmas of Isabella and Angelo, and the role of substitution and body‑trick. The dialogue then shifts to broader literary topics: how Jane Austen draws on Adam Smith’s moral philosophy, the influence of Swift’s Gulliver’s Travels on political thinking, the mechanisms by which fiction changes beliefs (a Smithian empathy model), and the relationship between literature and advertising, noting Oliver’s former advertising career. They also discuss overrated versus underrated works across the canon, from Milton to Spencer, and recommend readings and adaptations of Shakespeare and other classics. The conversation returns to Oliver’s book Second Act, examining why the late‑bloomers narrative resonated, the psychology of late‑blooming, and examples like Grandma Moses. Finally, they give advice for reading Measure for Measure, talk about future projects, and close with promotional plugs for the podcast and Oliver’s Substack.

Chapters

More from Tyler

45:21
Podcast

Liaquat Ahamed on Financial Crises, Gold, and the Lessons of 1873

2d ago
50:51
Podcast

Luis Garicano on Spain, Europe, and the Future of Work

2w ago
55:53
Podcast

Gita Gopinath on Trade, Currencies, and Economic Transformation

3w ago
56:23
Podcast

Annie Lowrey on the Time Tax, Fraud, and Rationing by Paperwork

1mo ago
52:19
Podcast

Jared Diamond on Leaders, Luck, and Irreplaceability

1mo ago
41:54
Podcast

Michael Moritz on Origin Stories, Exile, and Obsessive Curiosity

1mo ago
52:01
Podcast

Luke Burgis on Mimetic Desire, Catholicism, and the Age of Social Contagion

1mo ago
55:38
Podcast

Daron Acemoglu on Liberalism, Automation, and the Educated Elite

2mo ago
55:14
Podcast

Julia Ioffe on Russian Women, Missing Men, and the Roots of Autocracy

2mo ago
56:46
Podcast

Andrew Graham-Dixon on Vermeer, a Forgotten Sect, and Underrated Artists

2mo ago
54:06
Podcast

Chase Koch on Principles, Music, and Overcoming Entropy

3mo ago
See all content