Invest Like the Best with Patrick O'Shaughnessy

Invest Like the Best with Patrick O'Shaughnessy

William Hockey - Building the Operating System for the Dollar and Silicon Valley Heresy - [Invest Like the Best, EP.463]

March 17, 2026
Founders who avoid venture capital, like William Hockey with Column, gain the freedom to pursue long-term, non-consensus bets that venture-backed companies cannot afford due to pressure for short-term growth metrics.

Shyam Sankar - Celebrating Heretics - [Invest Like the Best, EP.462]

March 10, 2026
True innovation and necessary change in large institutions, particularly the military, are driven by 'heretics'—obsessed, unconventional builders who often pay extreme personal prices for challenging the bureaucracy.

John Arnold - China, Energy Markets and Fixing America's Systems - [Invest Like the Best, EP.461]

March 4, 2026
China's ability to rapidly scale manufacturing, particularly in sectors like EVs, is driven by a combination of highly educated, entrepreneurial labor, deep domestic markets, and provincial-level subsidies that foster intense competition and technological advancement.

Dan Sundheim - The Art of Public and Private Market Investing - [Invest Like the Best, EP.460]

February 24, 2026
Private markets are generally less competitive than public markets, though gaining access to the best private companies requires competitive relationship building.

Josh Kushner - Concentration and Conviction - [Invest Like the Best, EP.459]

February 18, 2026
Thrive Capital's success is fundamentally driven by a highly concentrated investment strategy and an intense commitment to being the most meaningful partner to a small number of portfolio companies.

Alex Behring and Daniel Schwartz - Inside 3G Capital - [Invest Like the Best, EP.458]

February 10, 2026
3G Capital's distinctive model centers on making only one investment per fund, driven by the belief that truly great, actionable businesses are rare and require deep, focused operator attention.

Ben Horowitz - Backing America’s Future - [Invest Like the Best, EP.457]

February 3, 2026
The current American environment is technologically healthy with outstanding entrepreneurship culture, but this trajectory is fragile and most threatened by adverse policy decisions, such as those that could outlaw AI.

Gokul Rajaram - Lessons from Investing in 700 Companies - [Invest Like the Best, EP.456]

January 29, 2026
Product development is shifting to a bottoms-up, hands-on approach where Product Managers must understand and prototype with AI capabilities, with judgment being the most future-proof human skill.

Patrick O’Shaughnessy - Creating on Principle - [Invest Like the Best, EP.455]

January 20, 2026
Patrick O'Shaughnessy's core motivation is championing undiscovered talent, driven by a worldview rooted in the Upanishads that emphasizes helping others as the primary purpose of existence.

Tom Digan & Greg Stewart - Building the World’s Best Fitness App - [Invest Like the Best, EP.454]

January 13, 2026
Ladder achieved dominance by focusing on an engineering-first approach to software mechanics rather than relying on a creator-led content library, aiming to deliver an experience that maximizes workout completion.

Reed Hastings - Building Netflix - [Invest Like the Best, EP.453]

January 6, 2026
Sustaining high talent density requires prioritizing team achievement over conventional niceties like loyalty and being 'nice,' viewing the organization more like a professional sports team.

Nick Kokonas - Know What You Are Selling - [Invest Like The Best, REPLAY]

December 30, 2025
Wealth creation and personal control are best achieved by owning something, making many measurable decisions, and aiming to be right slightly more often than wrong (the casino model).

Ric Elias - The Art of Living Well - [Invest Like The Best, CLASSICS]

December 23, 2025
Ric Elias's personal 'big dream' is achieving a state of lifelong satisfaction and well-being, prioritizing internal peace over external accomplishments.

Henry Ellenbogen - Man Versus Machine - [Invest Like the Best, EP.452]

December 16, 2025
Henry Ellenbogen's investment philosophy is rooted in scientific principles, emphasizing the need for companies to maintain a healthy balance with their ecosystem (customers, employees, shareholders, community) to achieve long-term persistence.

Gavin Baker - Nvidia v. Google, Scaling Laws, and the Economics of AI - [Invest Like the Best, EP.451]

December 9, 2025
The confirmation that pre-training scaling laws remain intact, evidenced by Gemini 3, is crucial because progress in 2024/2025 was otherwise expected to stall due to the delay in Blackwell chip deployment.

David George - Building a16z Growth, Investing Across the AI Stack, and Why Markets Misprice Growth - [Invest Like the Best, EP.450]

December 2, 2025
Markets often misprice consistent, high growth rates (above 30%), leading to significant upside surprise when that growth persists, as seen historically with companies like Apple.

Palmer Luckey - Inventing the Future of Defense - [Invest Like the Best, CLASSICS]

November 28, 2025
The potential for cheaply manufactured synthetic long-chain hydrocarbon fuels, derived from atmospheric carbon and cheap energy, could render current massive investments in battery electric and hydrogen vehicles obsolete.

Martín Escobari - Inside General Atlantic - [Invest Like the Best, EP.449]

November 25, 2025
Martín Escobari's career and investment philosophy are deeply influenced by learning the 'spearfishing' approach from 3G founders: waiting patiently for once-in-a-decade, high-conviction opportunities.

Ari Emanuel - The Anti-AI Bet - [Invest Like the Best, EP.448]

November 19, 2025
Ari Emanuel's core investment thesis, the "anti-AI bet," posits that as AI cheapens digital content, value will concentrate in live and physical experiences.

Wolfgang Hammer - The Power of Story - [Invest Like the Best, EP.447]

November 11, 2025
Every compelling story must integrate three layers: the external mechanics (what is being done), the emotional layer (why it matters personally), and the philosophical layer (how one believes the world should work).

Luca Ferrari - Building Bending Spoons - [Invest Like the Best, EP.446]

November 4, 2025
Bending Spoons operates on a unique model combining 25% private equity (acquiring companies) with 75% technology company (owning and deeply rebuilding them forever), aiming to build a defining institution like Berkshire Hathaway.

Kevin Kelly - Be Generous and Unique - [Invest Like the Best, CLASSICS]

October 31, 2025
Truly becoming yourself is a lifelong, asymptotic project that requires external help from others to see your own essence, despite the counter-force of conforming to societal definitions of success.

Ken Langone - The American Dream - [Invest Like the Best, REPLAY]

October 28, 2025
Integrity and loyalty are the most lacking yet crucial qualities in leadership and business relationships, as exemplified by Ken Langone's experience with Ross Perot.

Karim Atiyeh - Building Ramp - [Invest Like the Best, EP.445]

October 21, 2025
The next major phase of AI adoption involves programming LLMs as the core product (agents) rather than just using them as productivity tools to speed up existing code/work.

Dan Wang - The US vs China In The 21st Century - [Invest Like the Best, EP.444]

October 16, 2025
China is characterized as an "engineering state" that relentlessly executes on physical and social projects, often at the expense of individual liberties, contrasting with the U.S.'s "lawyerly society" which prioritizes pluralism but struggles with execution and infrastructure development.

Jesse Zhang - Building Decagon - [Invest Like the Best, EP.443]

October 6, 2025
Founders with backgrounds in highly competitive environments like math and coding contests often possess the problem-solving aptitude and competitive drive necessary for success in current high-stakes company building, especially in AI.

Dylan Patel - Inside the Trillion-Dollar AI Buildout - [Invest Like the Best, EP.442]

September 30, 2025
The massive capital flows underpinning the AI buildout, exemplified by the OpenAI-Nvidia-Oracle deals, are driven by an insatiable, front-loaded demand for compute capacity that requires massive balance sheets to finance.

Rolex: Timeless Excellence - (Invest Like the Best, CLASSICS)

September 26, 2025
Rolex's enduring success is rooted in its commitment to continuity of design, vertical integration (owning production down to proprietary steel), and a long-term orientation enabled by its foundation-run, non-profit structure.

Barry Diller - Building An Entertainment Empire - [Invest Like the Best, EP.441]

September 23, 2025
Barry Diller's philosophy of "creative conflict" involves pushing smart, opinionated individuals past their endurance point to foster breakthrough ideas, a principle he views as essential for organizational effectiveness.

Jeff Horing - Building Insight Partners - [Invest Like the Best, EP.440]

September 16, 2025
The best operators prioritize leverage by automating mundane tasks to focus on high-impact strategic work, a principle exemplified by RAMP's approach to expense management.