Joe Liemandt is the principal of Alpha School and the founder of Trilogy Software and ESW Capital.  Liemandt dropped out of Stanford to build Trilogy, became the youngest member of the Forbes 400, then vanished from public life for 25 years. But he didn’t stop building. Through ESW Capital, he quietly became one of the most prolific …

Harrison McCain learned salesmanship by talking his way into a pharmaceutical job at 22, then spent five years under legendary entrepreneur K.C. Irving, absorbing lessons in vertical integration, relentless determination, and “management by suggestion.” When he quit, he had no plan, no income, and two newborn kids. His brother Bob noticed that New Brunswick potato …

Connor Teskey is CEO of Brookfield Asset Management, one of the world’s largest investors, managing about a trillion dollars across infrastructure, power, real estate, private equity, and credit.   In this exclusive interview, his first as CEO, we explore his approach to capital allocation, isolating variables, and building a business designed for long-term growth. Listen and …

The world’s largest hotel company spent its first 30 years without a hotel. It started as a root beer stand in 1927. The first room didn’t open until 1957. The man behind it was J. Willard Marriott. In this episode of Outliers, we explore how Marriott turned one root beer stand into a hotel empire, …

Robinhood’s co-founder reveals the brutal reality of surviving an 80% market crash, going “founder mode” to cut corporate bloat, and what actually happened during GameStop. Vlad Tenev is the co-founder and CEO of Robinhood. Not only did he navigate the unprecedented GameStop crisis, but he also completely re-engineered the fintech giant to thrive. He breaks …

Phil Knight is the founder of Nike, the brand that reshaped sports and became one of the most powerful companies in the world. What would you do if your bank, your supplier, and your government all turned against you at the same time? Phil Knight didn’t have to imagine it. He lived on the edge …

Nicolai Tangen is the CEO of Norges Bank Investment Management, the world’s largest sovereign wealth fund. He is responsible for managing $2.1 trillion. That’s roughly 1.7% of every listed company on earth. In this episode, we explore the intersection of massive wealth, high-speed decision-making, and the psychological traits required to survive the AI revolution. Available …

Michael Ovitz co-founded CAA and helped reshape Hollywood, then took the same playbook into tech investing and advising founders. Available Now: Apple Podcasts | Spotify | YouTube | X | Transcript In this conversation, he breaks down the operating rules that kept CAA from losing clients, and the personal disciplines that kept him grounded when …

Ray Kroc turned McDonald’s from a single roadside restaurant into a system built to scale. At 52, after decades of selling paper cups and milkshake machines, he opened the first McDonald’s in 1955 and helped grow it to nearly 8,000 restaurants worldwide. This Outliers episode breaks down how standards, execution, franchising, and real estate created …

Morgan Housel breaks down the exact framework he uses to build wealth, minimize financial stress, and buy freedom. Available Now: Apple Podcasts | Spotify | Transcript | YouTube | X While most financial advice focuses on how to get rich, Morgan explains why the skills needed to stay rich are completely different. You will learn why “boring” investing beats …