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.67

World Without Mind

Franklin Foer is the author of the book World Without Mind. We cover the history of technology in culture, the dangers that current tech giants create, and if we will see a rise in movements that emphasize the detachment from technology.

12.12.2017

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Invest Like The Best

Ep.66

A Sober View on Crypto

Adam Ludwin is the founder and CEO of Chain, a blockchain technology company targeted at large enterprises. We cover decentralized applications, Bitcoin as a store of value, and investing in Initial Coin Offerings (ICOs).

12.05.2017

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Invest Like The Best

Ep.65

Angel Investing and Trend Spotting

Joanne Wilson is an NYC based angel investor, writer, podcaster, trend spotter, and self-described “woman around town.” We cover why the new frontier is going niche and local, the traits that she looks for and avoids in founders, and criteria for identifying emerging trends.

11.28.2017

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Invest Like The Best

Ep.64

Capital Light Compounders & Reinvestment Moats

Connor Leonard runs the public equity portfolio at Investors Management Corporation. We cover IMC's backstory, business models Connor likes best, and who is on his Mt. Rushmore of capital allocators.

11.21.2017

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Invest Like The Best

Ep.63

Adventures in Sports, Business, and Investing

Dhani Jones is a former NFL player and current investor & businessman. We cover his transition from the NFL to the business and investing world, his business experience in the creative agency space, and investing in diverse & minority owned businesses.

11.14.2017

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Invest Like The Best

Ep.62

How to Value a Cryptoasset

Chris Burniske is a partner at venture capital firm Placeholder. We cover concepts of utility-value of crypto assets, the differences between cryptocurrencies, crypto commodities, and crypto tokens, and the pros and cons of centralized vs decentralized networks.

11.07.2017

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Invest Like The Best

Ep.61

What Happens When You Hit Buy

Brad Katsuyama is the founder of the IEX exchange and the protagonist of Michael Lewis’s famous book, Flash Boys. We cover the business model of the financial exchanges, what IEX is and the problem they are solving, and what it was like to be the topic of a best-selling book.

10.31.2017

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Invest Like The Best

Ep.60

Ladder: The Fitness Marketplace

Brett Maloley is a founder of Ladder, a fitness market platform. We cover origins of the health clubs, the differences between franchise vs. license models, and fixing the commercial fitness industry by changing it.

10.24.2017

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Invest Like The Best

Ep.59

Grand Theft Life

Tim Urban runs the blog "Wait, But Why" and Andrew is his business partner. We cover what it means to be a cook and not a chef, what he learned from writing about Elon Musk, and what human progress implies about the future of our species.

10.17.2017

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Invest Like The Best

Ep.58

Hash Power – Part 3

With various investors and players in crypto as our guides, we cover regulation and storage of cryptos, forking in blockchains, and the need for increased security in cryptos.

10.10.2017

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