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.

Invest Like The Best

Ep.379

Optimizing Your Reality

Robert Greene is the bestselling author of The 48 Laws of Power. We cover the most prominent historical and modern examples of power, how to find life's purpose through mastery, and why socializing is critical to understanding the human experience.

06.25.2024

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Invest Like The Best

Ep.378

Relentless Application of Force

Pat Grady is a longtime growth investor at Sequoia. We cover what he's learned from Sequoia's legendary partners and culture, how to become a great business writer, and his criteria for separating truly legendary companies from the rest.

06.18.2024

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Invest Like The Best

Ep.377

Leading By Example

Frank Blake is the former chairman and CEO of Home Depot. We cover how the inverted pyramid structure gives the employee experience primacy of place, what the role of a CEO should be, and his favorite stories from his time at Home Depot.

06.11.2024

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Invest Like The Best

Ep.376

The Power of Print Media

Adam Sandow is the chairman and CEO of Sandow Companies and the founder of Material Bank. We cover his obsession with solving customer pain points, how to build a media brand and distribution network from scratch, and the value of curating and publishing high-quality content.

06.04.2024

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Invest Like The Best

Ep.375

Building Airtable

Howie Liu is the co-founder and CEO of Airtable. We cover the practical applications of AI for making workflow more productive, the most important variables for software investors to consider, and some of the difficult challenges he's faced while building Airtable.

05.28.2024

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Invest Like The Best

Ep.374

The Future of Flying

Mark Groden is the Founder and CEO of Skyryse. We cover the history of safety standards in general aviation, the personal motivation behind his mission to bring fatalities to zero, and how autonomous modes of transport will shape our future.

05.21.2024

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Invest Like The Best

Ep.373

The Database Evolution

Dev Ittycheria is the CEO of MongoDB. We cover how to navigate a major technology transition, the importance of databases as a foundational building block of today's technology, and how he's built a culture of performance and accountability at Mongo.

05.14.2024

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Invest Like The Best

Ep.372

Finding the Adjacent Possible

Nico Wittenborn is the founder of Adjacent. We cover what makes consumer subscription businesses a compelling market to invest in, his toolkit for identifying great products, and the advice he'd give to anyone looking to build a business for the long-term.

05.07.2024

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Invest Like The Best

Ep.371

Making Bucks in Credit and Sports

Marc Lasry is the CEO of Avenue Capital Group. We cover the highs and lows of building a big investment firm, why sports is full of exciting opportunities, and why success requires a combination of book smarts and street smarts.

04.30.2024

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Invest Like The Best

Ep.370

Putting Theory into Practice

Bill Gurley is a General Partner at Benchmark and Michael Mauboussin is Head of Consilient Research for Counterpoint Global. We cover their thoughts on the development of AI, what the VC industry should be doing differently, and what it's like to work with a genius.

04.23.2024

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