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.193

Better, Cheaper, Faster: Why Companies that Reduce Friction Win

The pseudonymous Modest Proposal is one of the most respected thinkers on financial Twitter. We cover the frameworks he uses to analyze today's stock market, the impacts of COVID on businesses, and break down what makes InterActiveCorp (IAC) such a unique company.

09.29.2020

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Invest Like The Best

Ep.192

The Modern Activist Toolkit

Lauren Taylor Wolfe is the co-founder and Managing Partner of Impactive Capital, an activist investment management firm. We cover the entire activist toolkit, dive deep on how the modern activist playbook differs from traditional methods, and explore how she helps create value for companies.

09.22.2020

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Invest Like The Best

Ep.191

Moonshots and Marketing

Rory Sutherland is the Vice Chairman of Ogilvy & Mather Group. We cover how psychological moonshots can be successful and cheap, improving a company's business by using the magic of marketing, and asking dumb questions to reach intelligent answers.

09.15.2020

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Invest Like The Best

Ep.190

Lessons from Thousands of Startups

Michael Seibel is a Partner at Y Combinator and the CEO of YC’s startup accelerator. We cover what he looks for in Y Combinator applicants, frameworks to identify problems worth solving as an entrepreneur, and what it feels like to find product-market fit.

09.08.2020

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Invest Like The Best

Ep.189

Great Migration Public to Private Equity

Michael Mauboussin is the Head of Consilient Research at Counterpoint Global. We cover the reasons behind the shift from public to private investing, the most significant changes in capital markets, and the rise of intangible assets.

09.01.2020

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Invest Like The Best

Ep.188

Open Source Crash Course

Jeremiah Lowin is the founder of Prefect.io, an open source software company. Chetan Puttagunta is a partner at Benchmark Capital. We cover the open source software business model, building an open source community, and future opportunities in the sector.

08.25.2020

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Invest Like The Best

Ep.187

The Next Wave of E-commerce

Katrina Lake is the co-founder and CEO of Stitch Fix. We cover the next wave of e-commerce, how stakeholder focus is a shareholder focus, and the future of Stitch Fix and personalized shopping.

08.18.2020

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Invest Like The Best

Ep.186

The Future of Crypto

Brian Armstrong is the co-founder and CEO of Coinbase. We cover the current state of the crypto industry, how crypto can build a more open financial system and bring more economic freedom to the world, and how he has built Coinbase into a company with 1000+ employees.

08.11.2020

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Invest Like The Best

Ep.185

The Future of Media: Movies, the Metaverse, and More

Matthew Ball is the Managing Partner of Epyllion Industries and the former head of strategy at Amazon Studios. We cover the past and future of media, video games, and the metaverse.

08.04.2020

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Invest Like The Best

Ep.184

How to Operate: Lessons in Brand, Distribution, and Leadership

Kat Cole is the COO and president of North America for Focus Brands, which owns famous companies like Cinnabon, Carvel, Jamba, and more. We cover her story from a Hooters waitress to COO of Focus Brands, building and developing brands, and lessons she's learned as a leader.

07.28.2020

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