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.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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Invest Like The Best

Ep.183

The Past, Present, and Future of SaaS and Software

Eric Vishria is a general partner at Benchmark Capital. We cover the different generations of SaaS and software businesses, why the future remains brighter than ever for companies building software products, and what impact their products will have on business in general.

07.21.2020

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Invest Like The Best

Ep.182

The Past, Present, and Future of Consumer Social Companies

Turner Novak is a partner at Gelt VC. We cover the past, present, and future of consumer social companies, deep dive in to what makes TikTok different from other social media companies, and Pinduoduo's business model that grew them from $0 to $4 billion in revenue in 5 years.

07.14.2020

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Invest Like The Best

Ep.181

Lessons from Investing in 483 Companies

Charlie Songhurst is an investor and the former head of strategy at Microsoft. We cover what kills startups at each phase of their funding, the importance of recruiting the best people, and how boring investments can be successful.

07.07.2020

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Invest Like The Best

Ep.180

Investing in Gaming

Blake Robbins is a partner at Ludlow Ventures. We cover the state of the video game industry, how video game economics work, and the future of investing in e-sports and the creator economy.

06.30.2020

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