Dilemma Podcast

I'm still waiting for a debate partner—so I've decided to start without one. In this video, I deliver my opening statement.Plus, I'm announcing a short break to focus on finishing my upcoming book about moral progress and technology.My essay "Be Careful In The Dark" is available here https://whatjaythinks.com/essays/20

Capitalist Libertarianism sells itself as the champion of freedom and personal choice—but what happens when the very systems we’ve unleashed are shaping our desires, not responding to them? In this video, I dig into the fundamental blind spots that libertarians (especially the free-market capitalist kind) tend to ignor

In this conversation, Sophie Scott-Brown, historian and political philosopher, joins me to explore how anarchism isn’t just a theory, but a way of seeing, organizing, and acting in the world. We unpack the illusion of democracy, the dangers of temporary power, and what freedom actually means through an anarchist lens.

In Part 2, Ruth Kinna and I trace anarchism’s turbulent path through the 20th century—from early revolutionary violence to its erasure under Lenin, the Spanish Civil War, and the Red Scare in America. As anarchism was eclipsed by state communism and crushed by authoritarian forces, its ideas never disappeared. Instead,

In this conversation, I sit down with Ruth Kinna, historian of anarchism and professor of political theory, to explore the roots of anarchist thought—from Proudhon’s challenge to property to Bakunin’s clash with Marx to Kropotkin’s vision of anarchist communism. But first, we confront the towering figure of Thomas Hobb

In this video, I talk with Peter Beinart about Being Jewish After the Destruction of Gaza and the cracks forming in Zionism. But first, I share a personal reflection: What if Judaism’s survival isn’t about being the Chosen People, but about Chosen Families? Could the very thing seen as a threat be what actually saves i