Invest Like The Best

Conversations with the best investors and business leaders in the world. Patrick explores their ideas, methods, and stories to help you better invest your time and money.

Patrick O'Shaughnessy Host Patrick O'Shaughnessy

Patrick is the Founder and CEO of Positive Sum. He founded Colossus in 2020 to build on the success of Invest Like the Best.

Investors

Leaders

Invest Like The Best

Ep.342

A Primer on Multi-Strategy Hedge Funds

Will England is the CEO and Co-CIO of Walleye Capital. We cover the mechanics and complexity behind the multi-strategy model, the importance of finding managers with aligned incentives, and how to instill a culture of performance at a firm.

09.05.2023

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Invest Like The Best

Ep.341

Hedge Fund Maverick

Lee Ainslie is the founder of Maverick Capital. We cover how his career at Tiger helped him build Maverick, the impact of rates on hedge fund returns, and the biggest lessons he's learned about the craft of investing.

08.22.2023

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Invest Like The Best

Ep.340

Real Talk About AI and Software

Des Traynor is the co-founder and Chief Strategy Officer of Intercom. We cover how practical applications of AI are changing businesses for the better, advice for companies beginning to integrate AI, and the most exciting things about investing in this new technology frontier.

08.08.2023

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Invest Like The Best

Ep.339

The Great Founder Theory of History

Samo Burja is the founder of consulting firm Bismarck Analysis. We cover the common traits of great founders, ideas that have had outsized importance in shaping the world, and the implications of the Great Founder Theory for capital allocators.

08.01.2023

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Invest Like The Best

Ep.338

Venture Investing Frameworks

Chris Paik is a General Partner at Pace Capital. We cover his frameworks for investing in technological change, the state of consumer investing and social content platforms today, and how to think about value creation and capture in businesses.

07.25.2023

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Invest Like The Best

Ep.337

Building Thrive Capital

Josh Kushner is the founder and managing partner of venture firm, Thrive Capital. We cover Thrive's origin story and early investments, why investing in raw potential is important, and what it's like to wear the hats of both founder and builder at the same time.

07.18.2023

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Invest Like The Best

Ep.336

Special Situations in Private Markets

Jeremy Giffon is a private markets investor. We discuss what makes for a perfect investment, tactics for discovering what makes people tick, and the best advice he's ever received.

07.11.2023

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Invest Like The Best

Ep.335

A Primer on Vertical Market Software

Dave Yuan is the Founder of Tidemark Capital. We cover what makes vertical market software an interesting space to invest in, why the best vertical SaaS entrepreneurs started out as customers, and the greatest case studies that highlight the business model in action.

07.04.2023

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Invest Like The Best

Ep.334

Be Generous & Unique

Kevin Kelly co-founded Wired magazine and is the author of the book Excellent Advice for Living. We cover his concept of the Technium, why rituals are an underappreciated part of society and family life, and the importance of developing your authentic self over a lifetime.

06.27.2023

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Invest Like The Best

Ep.333

The US Health Crisis

Justin Mares is the founder of TrueMed. We cover the underlying problems in the US healthcare system, his experiences building and investing in consumer brands, and the most interesting ideas around nutrition and health today.

06.20.2023

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