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Invest Like the Best

Patrick O’Shaughnessy

Patrick O’Shaughnessy interviews investors, founders, and specialists about how they think and work. The conversations explore investment ideas, business building, decisions, and personal experience, with an emphasis on lessons listeners can apply to how they invest their time and money.

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Meet the hosts

Listen for

InvestingCompany buildingDecision-making

The show

Interviews with investors, founders, and experts · Colossus

The Desk’s listening note

Listen for the guest’s decision process and the conditions in which it might fail.

From connected public feeds

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The people behind the microphone

Meet the host.

All host profiles
Black-and-white headshot of Patrick O’Shaughnessy smiling in a dark shirt.

Host, Invest Like the Best; founder and CEO, Positive Sum

Patrick O’Shaughnessy

Patrick O’Shaughnessy is the founder and host of Invest Like the Best, which he launched in 2016. He interviews investors, company builders, and other experts about the ideas and methods behind their work. O’Shaughnessy also founded the Colossus media network in 2020 and is the founder and CEO of venture capital firm Positive Sum. His professional work connects investing with a sustained interest in how people build businesses, make decisions, and learn.

Host profile Official profile

From the conversation to the bookshelf

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Sources & further reading

Profile checked September 18, 2026. Editorial notes are Perimeter’s interpretation.