Dilemma Podcast

Updated: 24 Feb 2025 • 78 episodes
www.whatjaythinks.com

Solving the problems of what to do next with some of today's top thinkers and writers. Hosted by Jay Shapiro.

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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

70 min
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Donald Trump is often mocked for his bluntness, but what if his “no more bullshit” approach is actually revealing something deeper—something that both leftists and Trumpers can recognize about the world order? In this video, I break down what Trump’s honesty really exposes, from his bizarre Greenland purchase idea to h

42 min
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In this video, I sit down with journalist and whistleblower Jack Poulson to uncover the hidden world of surveillance, data brokers, and the quiet war on dissent. We explore how pro-Palestine protesters are being tracked, the real-time auctions selling your personal data, and the murky alliances between Big Tech, intell

132 min
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02:12:36
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In this video, I sit down with journalist and author Anjan Sundaram to explore the crisis of journalism, the emotional strain of witnessing trauma, and the uneasy coexistence of catastrophe and daily life. We discuss how the news is shaped, the search for the “perfect victim,” and the geopolitical narratives that deman

137 min
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In this video, I sit down with scholar and author A. Dirk Moses to unpack how the merging of the Holocaust’s specific history with the generic concept of genocide—and its elevation to the “crime of crimes”—has shaped our collective imagination in ways that blind us to potentially far worse horrors. Moses explains how t

135 min
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In this interview with Stavit Sinai, we explore her journey from growing up in a Zionist environment to avoiding conscription in the IDF, and the challenges she faced, including accusations of antisemitism for her activism. I also provide an in-depth breakdown of the psychological phenomenon of cognitive dissonance and

146 min
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02:26:14
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