Podcast Episodes

How 2025 Will Shape History Forever

Season 4 Episode 122

A single year can easily get lost in time or echo for centuries. A thought-provoking conversation with Simon Sinek makes Cal take a look back at 1925, 1825, 1725, and 1625 — and forward to wonder if …

Published on 4 months, 2 weeks ago

Learning From Weight Loss Drugs

Season 4 Episode 121

For decades, Cal steered clear of pharmaceuticals. But after assembling a new team of doctors and stepping on the scale and noticing a few extra pounds, he heard the same three letters over and over:…

Published on 4 months, 3 weeks ago

Learning From Cooper Flagg

Season 4 Episode 120

What would you choose: A shot at March Madness glory or a massive NBA contract? Cal dives into the $100 billion-dollar question facing Cooper Flagg—and what his decision tells us about ambition, frie…

Published on 5 months ago

Ozan Ozkural: What's REALLY Behind Trump's Tariffs?

Season 4 Episode 119

Ever wonder what's truly behind President Trump's controversial tariffs? Cal turns to his go-to expert—Ozan Ozkural, the astute international banker he first met at Larry King's breakfast table and a…

Published on 5 months, 1 week ago

Learning From JFK

Season 4 Episode 118

What if you could talk to John F. Kennedy today? In this episode, Cal sits down with an AI recreation of the 35th president for a conversation that’s part history and part mystery. Why did JFK keep a…

Published on 5 months, 2 weeks ago

Learning from George Foreman

Season 4 Episode 117

Published on 5 months, 3 weeks ago

Cal Interviews AI John Lennon: A Mind-Bending Conversation Across Time

Season 4 Episode 116

What if you could sit down and talk to John Lennon today? In this one-of-a-kind episode, Cal has an astonishing conversation with an AI-powered persona of the legendary Beatle, created by heycicero.c…

Published on 5 months, 4 weeks ago

The Luck We Find

Season 4 Episode 115

Cal draws pocket aces and wins big in the first hand of a charity poker night raising money for the fight against cancer. The surge of luck makes it feels like it will be his lucky day. But then his …

Published on 6 months ago

The Academy Awards, Leo, and the Magic of Movie Theaters

Season 4 Episode 114

As Cal watches the Academy Awards, he has a startling realization—he’s barely stepped inside a movie theater all year. Then, host Conan O’Brien delivers a hilarious skit introducing home streamers to…

Published on 6 months, 1 week ago

AI, War & Peace

Season 4 Episode 113

Published on 6 months, 3 weeks ago