Nobody Lasts That Long
Ravi sits down with legendary music biographer Bob Spitz, who pulls back the curtain on rock’s biggest icons and the forces that made them endure. From secret blues records on military bases to the ca...
23 Apr 1h 3min
Cuba Libre?
When Ravi Gupta was a struggling high school student, he pulled Jon Lee Anderson’s biography of Che Guevara off his mom’s bookshelf—and it became the first book that truly grabbed him, shaping how he ...
16 Apr 51min
Iran Ceasefire, Hasan Piker
Ravi Gupta breaks down what he sees as a major U.S. loss in Iran, arguing that Trump’s threats and ceasefire ultimately left Iran with more power and America with less. He also shares clips of Hasan P...
8 Apr 46min
How to Make and Lose a Million Dollars
Ravi Gupta sits down with Alexander Hurst, author of Generation Desperation, to unpack his journey from $300 to over $1 million—and the identity he built around the life that money seemed to promise. ...
1 Apr 1h 6min
Iran Quagmire + AI Politics
What happens when Americans fear AI more than Trump, ICE, or either political party? In this provocative conversation, Catherine Bracy joins Ravi to unpack why voters are deeply skeptical of artificia...
18 Mar 50min
The People vs. AI
In this episode, Ravi Gupta talks with Time’s Andrew Chow about an unlikely coalition rising up against AI — from MAGA-aligned tech skeptics to democratic socialists pushing for data center moratorium...
25 Feb 47min
The Openclaw Revolution
AI is shifting from something you prompt to something that can proactively work for you. Ravi Gupta sits down with technologist Michael Simon to unpack OpenClaw—an open-source, always-on AI agent that...
18 Feb 37min
Wacky Economy, Epstein Fallout, Our Elders
Ravi Gupta examines new data challenging the idea of a strong economic recovery and connects the week’s biggest political and cultural stories—from deficits, tariffs, and the Epstein revelations to im...
12 Feb 1h 15min
