Dilemma Podcast
Solving the problems of what to do next with some of today's top thinkers and writers. Hosted by Jay Shapiro.
Episodes
In this video, I explore the growing clash between “America First” and “Israel First”—a fracture exposing deeper contradictions in U.S. politics and global power. As figures like Tucker Carlson, Dave Smith, Candace Owens start asking tough questions, many find themselves at the edge of a worldview built on a myth of liberal ideals of a professed intention of moral clarity. But that worldview—detached from history, blind to empire, ...
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/2021... 00:00 Intro - My History with the IDW06:37 Intro - Then October 7th Happened10:56 ANNOU...
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 ignore. From psychological manipulation in advertising to global coordination breakdowns like the tragedy of the commons...
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. When disaster strikes or institutions crumble, does anarchy step in as chaos—or as a natural form of human cooperat...
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, they resurfaced in free love movements, civil rights struggles, punk culture, and a quiet rekindling in academic a...
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 Hobbes, whose vision of human nature still shapes how we justify power today.What if anarchism isn’t chaos but a creati...
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 it? We dive into power, myth, and the future of Jewish identity in a post-Zionist world.00:00:00 Intro: The Unbroken...
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 his “Gaza Riviera” plan, and how it all connects to the long-standing contradictions of empire, neoliberalism, and s...
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, intelligence agencies, and the military. Jack breaks down the mechanics of AI-powered repression, from facial recognition...
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 demand palatable symbols of justice. Anjan’s insights are paired with an essay on the story of Josh Gibson and Jackie R...
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 the pursuit of permanent security by states and groups enacts devastating violence against civilians under the guis...
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 its relevance to these complex issues. 00:00 Introduction 04:19 Born to Holocaust Survivors into an Apartheid 8:...
Vijay Prashad and I discuss the fierce defiance of the Global South, from the legacies of leaders like Kwame Nkrumah to the global conversation about neocolonialism. We dive into the new mood of the Global South after October 7th, the fight for dignity in places like the West Bank, and the global power dynamics that continue to shape these battles. whatjaythinks.com 00:00 Pop Quiz Introduction 03:16 Vijay’s Interest in the Global...
A reflection on my first trip abroad, where I first learned the name Kwame Nkrumah and started wondering why things were the way they were. An effort to broaden the conversation from Palestine, exploring the tangled relationship between peace, justice, free will, the principle of Unjust Riches and the impact of the past year’s global events.
An examination of the intertwining of Zionist ideology and symbology in my upbringing in Judaism. What Kamala was talking about when she spoke to AIPAC. And who I am voting for in the US elections.
An essay which takes this question seriously.
00:00 Introduction
01:00 What does condemn mean?
02:46 Condemnation and victims statements
08:54 Two paths to being condemned
11:11 Do I condemn the condemned?
12:06 Children aren´t condemned
13:23 Nemr´s Pain
16:51 Doesn't delegitimize
19:05 Native American Analogy
21:00 Manifest Destiny
23:50 Would you argue against the Trail of Tears?
26:48 The Condemnable Future is not Inevitab...
Jay discusses Palestine with historian and author Ilan Pappe. Together they ponder if we are seeing the end of Zionism and what might that collapse might look like.
Jay then reads an essay on the topic of forgiveness and redemption and how the psychology of cognitive dissonance prevents us from having evidence change our mind.
In the final part of this series, Jay dissects the definition of the words Zionism, Israel, and Judaism and delivers a Speech he wishes a future Prime Minister of Israel would give. The entire collection and all resources can be found here: whatjaythinks.com
A conversation with Miko Peled on his journey from unquestioned Zionism to becoming an active Palestinian Activist.
In this episode we discuss:
Jacob Israel de Haan
Where are the Palestinian Nelson Mandelas?
How Miko changed his mind
When the only thing left is violence
Why Zionism is flawed from the beginning
What the future might hold for Israel
Zionism vs Judaism
and more...
A conversation with Richard English who dares ask the question "Does Terrorism Work?" In this episode we discuss: The IRA The Troubles Hamas Al Qaeda Jewish Terrorists Whether Israel is an example of successful Terrorism The motivations of terrorists How to evaluate the success of terrorists Deciphering the intent of terrorists How terrorist motivations change when they take power and more...
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