#45 - Keith Rabois

1 hour 16 minutes Posted Nov 15, 2023 at 10:06 am.

Intro

Bomb-Building and the PayPal Mafia

Spotting Talent

Where Keith is 1000:1

PayPal, Regulation, and Law

Regulatory Arbitrage

AI

Keith’s 5 Bosses

How to Operate

OpenStore

Founding vs Investing

Requests for Startups

Early-Stage Investing

Companies as Cults

The Future of Venture

Not Stretching, Engineering Serendipity, and How to Ask Better Questions

On Keith

Time Allocation, Self-Grading, Values, Reading and Legacy

What Should More People be Thinking About?

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Show notes

Keith Rabois is a General Partner at Founders Fund and the CEO of OpenStore, which acquires small direct-to-consumer businesses. Keith co-founded Opendoor and led the first institutional investments in DoorDash and Affirm. He has early stakes in YouTube, Palantir, Lyft, Airbnb, Eventbrite, and Wish, and also led investments in Faire, Ramp, Trade Republic, and Stripe. He’s regarded as one of the greatest early stage investors.

Keith began his career in the industry as a senior executive at PayPal and subsequently served in influential roles at LinkedIn and as chief operating officer of Square. As a board member, Keith guided Yelp and Xoom from inception to IPO, and served on the board of Reddit from 2012-2018.

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