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.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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Invest Like The Best

Ep.14

The Reformation

Josh Brown is a financial advisor and the CEO of Ritholtz Wealth Management. We cover Josh's career journey, learnings from investors he follows, and the role of the financial advisor.

12.06.2016

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Invest Like The Best

Ep.13

Small Bets, Huge Payoffs

Chris Cole is the founder and CIO of Artemis Capital Management. We cover the benefits of being long volatility and convexity, how to implement them in portfolios as well as daily life, and the lessons that Dennis Rodman can teach investors.

11.29.2016

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Invest Like The Best

Ep.12

Exploring the Frontier

Kevin Simler has a background in technology and was one of the earliest employees at Palantir Technologies. We cover start-up culture and activities he did at Palantir to help create the culture, the economics of social status, and why people search for meaning in their lives.

11.22.2016

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Invest Like The Best

Ep.11

Better for You, Better for the World

Craig Shapiro is the founder and CEO of the New York-based Collaborative Fund. We cover the investment philosophy of "better for you and better for the world", his advice to entrepreneurs, and the biggest misses of his career.

11.14.2016

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Invest Like The Best

Ep.10

Cultivating a Disaster Resistant, Compound Interest Machine

Brent Beshore is the CEO and founder of adventur.es. We cover how he got started and built his company, how they source, evaluate, and acquire businesses, and how he and his team work to improve profitability at their portfolio companies after acquisition.

11.08.2016

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Invest Like The Best

Ep.9

The State of Automated Investing

Jon Stein is the founder and CEO of Betterment. We cover how Betterment was started, how Betterment can serve financial advisors as a technology support tool, and the future of robo-advisors.

11.01.2016

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Invest Like The Best

Ep.8

An Internal Locus of Control

Kiley Adams is a track and field star, valedictorian, varsity soccer player, Taekwondo master black belt, and philanthropic researcher. We cover the lessons from Taekwondo that translate into other aspects of her life and the importance of having an internal locus of control.

10.28.2016

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Invest Like The Best

Ep.7

A Deep Dive into Hedge Funds

Ted Seides was the founder, president, and co-chief investment officer at Protégé Partners and also the author of "So You Want to Start a Hedge Fund?". We cover David Swensen’s model for investments at Yale, the current state of fundraising, and his advice for hedge fund investors.

10.25.2016

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