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.24

Investing In Tiny Stocks

Ian Cassel is a micro-cap investor and co-founder of MicroCap Club. We cover the idea of an intelligent fanatic, the due diligence process Ian follows when identifying micro-cap companies, and his life philosophy as an investor that lives off of the performance of his portfolio.

02.14.2017

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Invest Like The Best

Ep.23

Lessons From the Founder of Morningstar

Joe Mansueto is the founder, longtime CEO, and current executive chairman of Morningstar. We cover the story behind Morningstar, the principles that made its brand so strong, and Joe's thoughts on effective capital allocation.

02.07.2017

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Invest Like The Best

Ep.22

Private Equity, Venture Capital, and the Future of Money Management

Brent Beshore is the founder and CEO of Adventur.es. We cover personal branding, public and private company valuations, and peer mentorship.

01.31.2017

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Invest Like The Best

Ep.21

Chasing Curiosity

Brian Koppelman is a writer, director, producer, and podcast host. We cover the creative process and how he got immersed into the ideas that led to Billions and Solitary Man, why billionaires are viewed with such reverence in the US, and the art of good storytelling.

01.24.2017

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Invest Like The Best

Ep.20

Machine Intelligence and Risk Management

Jeremiah Lowin is an expert in the fields of statistics, artificial intelligence, and is currently the Director of Risk Management for a private investment firm. We cover machine learning models, what to expect from intelligent machines, and how to define and manage risk in portfolio construction.

01.17.2017

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Invest Like The Best

Ep.19

Watching a Venture Fund at Work

Lauren Loktev, Kanyi Maqubela, and Craig Shapiro are partners of the Collaborative Fund, a venture capital firm based in New York City. We cover their search and investing process, how to build a team, and finding interesting new investments.

01.10.2017

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Invest Like The Best

Ep.18

Designing Better Decisions

Dan Egan is the managing director of Behavioral Finance and Investing at Betterment. We cover investor behavior, nudging, and automated asset alocation.

01.03.2017

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Invest Like The Best

Ep.17

Mastering Mental Models

Shane Parrish created Farnam Street, a website that helps you master the best of what others have already figured out. We cover his thoughts on the future of work, how to cultivate a growth mindset, and the screening process he uses for the books and content that he consumes.

12.27.2016

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Invest Like The Best

Ep.16

The Prospects for Active Management

Jeff Ptak is the head of global manager research at Morningstar. We cover different variables for assessing active managers and mutual funds, why winning funds can often look like losers, and moats.

12.20.2016

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Invest Like The Best

Ep.15

The Ace of Spades

Eric Maddox is a former military interrogator who collected the intelligence which led to the exact location of Saddam Hussein. We cover why listening is more powerful than intimidating, why it is difficult to really listen to each other, and the story of locating Saddam.

12.13.2016

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