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.289

Focus

Ravi Gupta is a partner at Sequoia. We cover the importance of keeping the main thing the main thing, why the best leaders are both demanding and supportive, and how mentorship works within Sequoia's culture.

08.09.2022

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Invest Like The Best

Ep.288

The Power of Long Holding Periods

Will Thorndike is author of The Outsiders and host of 50X. We cover the hallmarks of great compounders, how the best serial acquirers deliver outsized returns, and what he's learned about developing conviction.

08.02.2022

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Invest Like The Best

Ep.287

Searching for White Space

Alok Vasudev is the co-founder of Standard Crypto. We cover what advice he would give to crypto skeptics, whether the recent bubble in cryptoassets meets the definition of productive speculation, and look at some underestimated big ideas.

07.26.2022

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Invest Like The Best

Ep.286

A Manual to The Metaverse

Matthew Ball is the Managing Partner of EpyllionCo. We cover the 3D engines powering the Metaverse, why interoperability is so important, and the types of companies that stand to do well under a shift to the Metaverse.

07.19.2022

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Invest Like The Best

Ep.285

Building a Start-Up Machine

Alice Bentinck is a co-founder of Entrepreneur First. We cover how EF helps talented entrepreneurs find co-founders, what markers of success to screen for in candidates, and why there aren't more incubators like EF.

07.12.2022

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Invest Like The Best

Ep.284

Designing Investment Products

Jess Lee is a partner at Sequoia Capital. We cover Sequoia's approach to product design, what ComicCon and Burning Man can teach us about the importance of communities, and the recipe for building great teams and companies.

07.05.2022

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Invest Like The Best

Ep.283

Greatness Without Goals

Ken Stanley is a Professor in Computer Science. We cover the reasons greatness cannot be planned, the importance of the individual in a web of disruption, and how to best allocate resources to foster innovation.

06.28.2022

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Invest Like The Best

Ep.282

Investing in E-commerce

Lydia Jett is the Managing Partner of SoftBank Investment Advisors. We cover her evolution as an investor working alongside Masayoshi Son, the most valuable lessons for e-commerce founders, and upside down approaches to e-commerce.

06.21.2022

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Invest Like The Best

Ep.281

Factories of the Future

Josh Wolfe is the co-founder of Lux Capital and Chris Power is the founder of advanced manufacturing start-up, Hadrian. We cover the fragmented structure of precision manufacturing today, how Hadrian's factories can modernize the industry's supply chain, and the effect of a higher cost of capital on deep tech companies.

06.14.2022

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Invest Like The Best

Ep.280

The Past, Present, and Future of Digital Infrastructure

Martin Casado is a general partner at Andreessen Horowitz. We cover the state of the digital infrastructure industry today, what modern data stacks and developer-facing companies look like, and what he’s most excited about that digital infrastructure might unlock in the future.

06.07.2022

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