Weekly tech and investment podcast by four billionaire friends: Chamath Palihapitiya, Jason Calacanis, David Sacks, and David Friedberg. It started during COVID as a loose friend chat and has since become one of the world’s most-listened-to business podcasts.

What makes it unusual is that all four have real skin in the game. They invest their own money in the subjects they discuss. They also openly disagree with one another, which keeps the show rougher and more informative than polished political panels.

The Besties

  • Chamath Palihapitiya - investor, former Facebook VP, often the numbers-first and bearish voice
  • Jason Calacanis - angel investor and entrepreneur, often the hype amplifier
  • David Sacks - VC and PayPal Mafia member, more openly conservative than the others
  • David Friedberg - founder and science explainer, often the deepest technical voice on the show

Why It Is Worth Listening To

The podcast is often an early place where investors talk openly about market dynamics before those narratives reach the mainstream. Topics like the SpaceX IPO, quantum threats to crypto, or fertilizer supply chains are discussed with actual operator context rather than headline framing.

Its weakness is also obvious: the hosts live inside a very specific Silicon Valley bubble and have corresponding blind spots on politics and society outside it.