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Timestamps are as accurate as they can be but may be slightly off. We encourage you to listen to the full context.
In this compelling conversation with legendary businessman Ken Langone, we explore the foundational principles that built one of America's most successful retail empires. Ken shares the extraordinary story of taking Ross Perot's Electronic Data Systems public in the early 1970s, demonstrating his bold approach to valuation and unwavering commitment to keeping his word. (04:00) The episode delves deep into Home Depot's revolutionary culture of putting employees first through an "upside-down hierarchy" where frontline associates are considered the most important people in the company. (25:31) Ken's investment philosophy of holding positions for decades - averaging 42 years - reveals the power of betting on exceptional people and staying loyal to great businesses. (35:10)
Ken Langone is a legendary American businessman and co-founder of Home Depot, one of the world's largest home improvement retailers. He served as a former director of the New York Stock Exchange and built his reputation as an investment banker by taking Ross Perot's Electronic Data Systems public in the 1970s. Ken is also a passionate philanthropist who has transformed NYU Medical Center into one of America's top-ranked hospital systems and continues to champion the power of American capitalism as a force for creating opportunity.
Patrick O'Shaughnessy is the CEO of Positive Sum and host of the Invest Like the Best podcast. He leads Colossus, a platform focused on business and investing education through podcasts and publications.
Ken's relationship with Ross Perot was built on a foundation of absolute integrity. When other Wall Street firms suggested valuations around 30 times earnings, Ken boldly stated 100 times earnings based on the company's extraordinary growth trajectory. (10:00) Even when pressured in the limousine before the deal closed, Ken refused to back down from his valuation promise. The lesson extends beyond individual transactions - when you establish trust through consistent delivery on promises, it creates compound returns in relationships that last decades. Ken's philosophy of leaving more on the table than the other party expects creates lasting partnerships rather than one-time wins.
Home Depot revolutionized retail by inverting the traditional corporate pyramid, placing frontline employees at the top as the most important people in the organization. (25:29) Ken illustrates this with the story of a customer whose dripping faucet was fixed with a 25-cent washer by a Home Depot associate, leading to a $100,000 kitchen purchase months later. This approach requires genuine investment in employee development, competitive compensation (Home Depot raised wages by $1 billion in one year), and stock ownership programs that created 3,000 millionaire employees who still work for the company. The key insight: when you genuinely prioritize the people who touch customers, they become your most powerful competitive advantage.
Ken's investment success stems from his focus on management character rather than financial metrics alone. He describes spending extensive time getting to know leadership teams personally, looking for qualities like resilience, integrity, and authentic leadership. (30:00) His story of Frank Blake restoring Home Depot's culture demonstrates how the right leader can transform an entire organization. Frank, despite his impressive credentials (Harvard graduate, Columbia Law, Supreme Court clerk), led through authentic, selfless example - even refusing bonuses during the company's cultural transformation. Ken's approach involves spending significant time understanding not just what managers say, but how they treat people and respond to challenges.
Ken's average holding period of 42 years exemplifies patient capital allocation at its finest. His Eli Lilly position, held since before Home Depot was founded, has compounded at 15% annually despite including 16 years of flat performance. (35:45) This approach requires fundamental conviction in management quality and business durability rather than trying to time market cycles. The key insight is that truly exceptional businesses and leaders compound wealth over decades, but only if you have the temperament to hold through inevitable periods of volatility and doubt. Ken's loyalty to investments mirrors his loyalty to relationships - both require patience and conviction through difficult periods.
Ken's story about the plumbing department employee who suggested displaying plungers on hooks instead of hiding them in dusty boxes on the floor demonstrates the innovation potential within every organization. (33:37) The employee's simple suggestion led to immediate sales increases and showed how frontline workers often have the best insights into customer needs. Creating environments where employees feel safe to offer suggestions requires removing hierarchical intimidation and genuinely valuing diverse perspectives. The lesson: innovation often comes from the people closest to problems, not from executive boardrooms, but only if leaders create psychologically safe spaces for ideas to flourish.