
James talks with Carlyle cofounder and Baltimore Orioles owner David Rubenstein about his new book, Inside the Owner’s Box: Conversations on Power and Leadership in Sports. David explains why buying a sports team is unlike buying a normal business, why spending more doesn’t guarantee winning, what m...
James talks with Bill O’Reilly about his new book, Confronting America: What Has to Change, and more than five decades spent around presidents, politicians, media executives, and major historical events. They discuss O’Reilly’s account of helping connect the Biden and Trump teams during Gaza hostage...
In this From the Archive episode, James talks with former professional poker player and decision strategist Annie Duke about Thinking in Bets. Annie explains why good decisions can produce bad outcomes, why winning can make it harder to learn, how to “borrow” someone else’s 10,000 hours, and why thr...
James talks with Ron Johnson, the retail executive who created the Apple Store with Steve Jobs and helped transform Target through design. Ron shares the thinking behind the Genius Bar, Apple’s radically simple stores, its hospitality-first hiring strategy, Steve Jobs’ leadership style, why physical...
In this From the Archive episode, James talks with Jon Morrow about spinal muscular atrophy, disability, expectations, technology, writing, entrepreneurship, Smart Blogger, Unstoppable, and how to build a life when the usual rules do not work for you. Jon explains how he escaped the Medicaid income ...
James talks with theoretical physicist Carlo Rovelli about On the Equality of All Things, quantum mechanics, time, free will, consciousness, uncertainty, and why reality may be made less of objects than relationships. Carlo explains why there is no view from outside the universe, why science grows b...
In this From the Archive episode, James talks with Kareem Abdul-Jabbar about Becoming Kareem, identity, race, religion, mentorship, basketball, writing, and the long process of figuring out who you are. Kareem reflects on John Wooden, Bruce Lee, Muhammad Ali, Malcolm X, the skyhook, Sherlock Holmes,...
James talks with historian, investor, and author Joseph Moore about How to Get Rich in American History: 300 Years of Financial Advice That Worked (& Didn’t). They cover Benjamin Franklin’s debt, George Washington’s marriage, debtor’s prison, real estate myths, stock-market concentration, FIRE, pass...
In this From the Archive episode, James talks with Seth Godin about Akimbo, hits, marketing, criticism, fear, status, audience selection, and why the best creative work is generous because it might not work. Seth explains why creators should stop chasing platforms, rankings, and mass approval—and st...