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Invest Like the Best with Patrick O'Shaughnessy


Exploring the ideas, methods, and stories of people that will help you better invest your time and money. Learn more and stay-up-to-date at

Popular episodes

Niraj Shah - Developing Every Skill - [Invest Like the Best, EP. 252]

Nov 23 • 01:04:09

My guest today is Niraj Shah, the CEO and co-founder of Wayfair. Wayfair started life in 2002 as a collection of independent websites selling category-specific home furniture but became a one-stop-shop for the home category in 2011 when, at $500 million in sales, the team consolidated their 240 websites into Today, the business offers 22 million products from ...

Bored Ape Yacht Club -  [Web3 Breakdowns, EP. 1]

Nov 18 • 51:55

Today, I am excited to share our newest show, Web3 Breakdowns. Similar to our Business Breakdowns series, Web3 will have it's own dedicated feed so make sure to hit this subscribe link or find it on your preferred podcast player. The first episode of Web3 Breakdowns covers Bored Ape Yacht Club. You will hear from guest, Eric Golden, who will also be coming back to host hi...

Will Marshall - Indexing the Earth - [Invest Like the Best, EP. 251]

Nov 16 • 49:51

My guest today is Will Marshall, the co-founder and CEO of Planet. Will founded Planet in 2010 with a small team of NASA scientists to build a constellation of satellites that would image the entire Earth every day. Since then, Planet has successfully built and deployed 450 satellites into space, which the company is using to create a time series of images for every place ...

Roelof Botha - Sequoia’s Crucible Moment - [Invest Like the Best, EP. 250]

Nov 5 • 01:07:31

My guest today is Roelof Botha, a partner at one of the world’s oldest and most successful venture firms, Sequoia Capital. A few days ago before I sat down with Roelof, he announced Sequoia’s boldest innovation since the firm was founded by Don Valentine in the early 1970s. Going forward, the firm will break from the traditional VC mould of fund cycles and instead restruct...

15 reactions

Sarah Friar - Building the Local Graph - [Invest Like the Best, EP. 249]

Nov 2 • 01:13:25

My guest today is Sarah Friar, the CEO of Nextdoor, which connects people in local neighborhoods together. Sarah’s CV sparkles with impressive achievements at interesting businesses, and we spend a lot of time in this conversation thinking through what excellence looks like as a CEO, CFO, equity analyst, and board member. The rest of our discussion is focused on Nextdoor a...

Universal Music Group: The Gatekeepers of Music - [Business Breakdowns, EP. 32]

Oct 28 • 01:16:25

Today, we are running a special episode of Business Breakdowns on our Invest Like the Best feed. When we launched Breakdowns, we hoped to cover industries and businesses that we were “well known but poorly understood.” This deep-dive on UMG and the music industry is just that - you will walk away with a whole new appreciation for artists, labels, and what streaming technol...

Alex Rampell - Investing in Operating Systems - [Invest Like the Best, EP. 248]

Oct 26 • 01:17:37

My guest today is Alex Rampell, General Partner at Andreessen Horowitz. Alex has a long history in fintech, having co-founded six companies in his career, including Affirm and TrialPay. During our conversation, we cover Alex’s framework for positive selection in investing, why the best investments are often operating systems or systems of record, and Alex’s views on the fu...

26 reactions

Sam Bankman-Fried - Creating a Perfect Market - [Invest Like the Best, EP. 247]

Oct 19 • 01:15:01

My guest today is Sam Bankman-Fried, founder and CEO of leading cryptocurrency exchange, FTX. In a little over two years, FTX has registered 1.2 million users, grown to facilitate $10.9 billion of daily trading volume, and reached an $18 billion valuation. Prior to FTX, Sam worked at Jane Street Capital before founding a quant trading firm of his own, Alameda Research. At ...

Nick Neuman - Becoming Your Own Bank - [Invest Like the Best, EP. 246]

Oct 12 • 01:04:02

My guest today is Nick Neuman, CEO and co-founder of Casa. Casa helps bitcoin investors and owners keep their digital assets safe from loss or theft by providing managed self-custody services. In our discussion, we cover the history of asset custody from ancient temples to decentralized ledgers, look at the mechanics of how private keys work, and explore why people are bet...

Devin Finzer - An Everything Store for Digital Assets - [Founder’s Field Guide, EP. 53]

Oct 7 • 51:02

My guest today is Devin Finzer, co-founder and CEO of OpenSea, the world’s largest NFT marketplace. In a journey that started like many other founders in the space, Devin went deep down the crypto rabbit hole in 2017 and became particularly fascinated with the potential behind digital assets....

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