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.306

Investing in Commercial Real Estate

Bill Lenehan is the CEO of Four Corners Property Trust. We cover the impact of trends such as COVID and climate change on commercial real estate, how rising rates are influencing its return profile, and how retailers are adapting to rising costs in today's economy.

12.06.2022

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Invest Like The Best

Ep.305

Box Office Business

Ron Howard and Brian Grazer are co-founders of Imagine Entertainment. We cover how they've kept their their creative spark alive through their careers, the value of trust and curiosity, and the biggest storytelling mistakes they've come across.

11.29.2022

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Invest Like The Best

Ep.304

The No-Stats All-Star

Shane Battier is a two-time NBA Champion. We cover the best stories from his acclaimed career, what he's learned from various coaches, and how to use data to gain advantages in basketball and business alike.

11.22.2022

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Invest Like The Best

Ep.303

Building a Compound Company

Parker Conrad is the co-founder and CEO of Rippling. We explore Rippling's place in the B2B infrastructure stack, the notion of a compound startup, and what Parker has learned about leadership, motivation, and communication.

11.15.2022

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Invest Like The Best

Ep.302

A Macro Tour

Bob Elliott is the CEO and CIO of Unlimited. We cover the relationship between rates and inflation for different asset classes, why we're seeing a return to boring economic cycles, and how to find alpha in private markets through quantitative strategies.

11.08.2022

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Invest Like The Best

Ep.301

Investing in Consumer Change

Kirsten Green is the founder and managing partner at Forerunner Ventures. We cover the frameworks for identifying brands early, how to build deal flow, and the shift in power between buyers and sellers.

11.01.2022

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Invest Like The Best

Ep.300

Building Uber Eats

Jason Droege is a venture partner at Benchmark. We cover what he learned building Uber Eats, transferrable lessons for other marketplace businesses, and what it's like to work in a business that evokes strong public opinion.

10.25.2022

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Invest Like The Best

Ep.299

It’s About the Money

Paul Orfalea is the founder of Kinko's. We cover his leadership style, what he learned about hiring well, and why entrepreneurship was his only path out of school.

10.18.2022

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Invest Like The Best

Ep.298

How to Price Products

Madhavan Ramanujam is the author of Monetizing Innovations. We cover different monetization models, common mistakes when pricing products, and why positive feedback doesn’t necessarily equate to dollars spent.

10.11.2022

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Invest Like The Best

Ep.297

Non-Traditional Endowment Investing

Scott Wilson is the CIO of Washington University’s endowment. We cover the qualities Scott looks for in good partners, what he's learned from investing in China and emerging markets, and red flags in the venture space.

10.04.2022

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