Podcast Episodes
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Why I’ve Changed How I Invest
Ravi Gupta asks: What if the greatest risk in markets today isn’t missing out on AI—but believing it can never crash? In this solo deep dive, he unpa…
9 months ago
Why AI Kisses Your Ass
Ravi Gupta sits down with The Atlantic’s Matteo Wong to dig into why AI chatbots act like digital yes-men—and the risks that come with it. They explo…
9 months, 1 week ago
Why America’s Kids Are Anxious
Ravi Gupta welcomes back Lenore Skenazy, author of Free-Range Kids and president of Let Grow, to explore how fear-driven parenting and digital distra…
9 months, 2 weeks ago
A War on the First Amendment
Ravi dissects the assassination of Charlie Kirk and what it reveals about America’s escalating era of political violence. He examines the FBI’s failu…
9 months, 3 weeks ago
Is AI Overhyped? With Cal Newport
Ravi sits down with bestselling author Cal Newport to unpack the hype and reality of artificial intelligence. They explore how AI may actually be hur…
9 months, 4 weeks ago
A British Revolution
Ravi sits down with Doug Lemov and former UK Schools Minister Nick Gibb to discuss Nick’s new book, Reforming Lessons: Why English Schools Have Impro…
10 months, 1 week ago
War Will Never Be the Same
Ravi sits down with legendary war correspondent Dexter Filkins for a closer look into how drones and AI are transforming modern warfare. They explore…
10 months, 2 weeks ago
What Washed Away
Years before the levees failed, New Orleans’ public schools were already in crisis. The corruption was so entrenched that the FBI even set up shop in…
10 months, 3 weeks ago
Are We Heading for a Recession?
Ravi is joined by hedge fund founder Spencer Hakimian for a deep dive into the state of the U.S. economy under Trump. They begin with the firing of t…
11 months ago
Introducing ‘Where the Schools Went’
August 2025 marks 20 years since Hurricane Katrina altered New Orleans forever. Much has been written about the storm’s destruction and the city’s lo…
11 months ago