Key Takeaways
- • Keith Rabois serves as Managing Director at Khosla Ventures, leveraging over 20 years of technology industry experience as a founder, operator, and institutional investor across multiple sectors and stages.
- • Led first institutional investments in three major fintech/logistics platforms—DoorDash, Affirm, and Faire—while making early-stage investments in Stripe; co-founded real estate technology company Opendoor and co-founded OpenStore.
- • Previously held senior executive roles at PayPal (EVP of Business Development, Public Affairs & Policy), LinkedIn (VP of Business & Corporate Development), and Block/Square (Chief Operating Officer), providing deep operational expertise to portfolio companies.
- • Consistently ranked on Forbes Midas List as high as #4 in the U.S. and #8 globally; has served on boards of major public companies including Reddit (2012–2019), Yelp, and Xoom, guiding them from early stages through IPOs.
- • Currently serves on boards of Ramp and Faire; made early personal investments in YouTube, Airbnb, Palantir, Lyft, Udemy, and Eventbrite; previously led investments in Ramp, Trade Republic, and Aven while at Founders Fund.
Summary
At Khosla Ventures, Rabois has led the firm's initial institutional investments in three major platforms: DoorDash, Affirm, and Faire. He additionally made early investments in Stripe, the payments infrastructure company. Beyond Khosla, while serving as a General Partner at Founders Fund, he led investments in Ramp, Trade Republic, and Aven. His personal investment thesis has proven exceptionally prescient, with early positions in YouTube, Airbnb, Palantir, Lyft, Udemy, and Eventbrite all achieving significant scale and market valuations.
Rabois co-founded Opendoor, a real estate technology platform, and OpenStore, bringing entrepreneurial credibility to his investor positioning. His operational background distinguishes him from capital-only investors: he served as Executive Vice President of Business Development, Public Affairs & Policy at PayPal; Vice President of Business & Corporate Development at LinkedIn; and Chief Operating Officer at Block (formerly Square). These roles provided direct exposure to scaling technology businesses, operating within regulatory frameworks, and building enterprise partnerships.
His public company board experience includes Reddit (2012–2019), Yelp, and Xoom, where he participated in growth trajectories from private to public status. He currently serves on the boards of Ramp and Faire. Rabois holds a JD with honors from Harvard Law School and a BA in political science from Stanford University, and previously practiced as a litigator at Sullivan & Cromwell following a clerkship at the United States Court of Appeals for the Fifth Circuit. His consistent placement on the Forbes Midas List—ranking as high as #4 in the U.S. and #8 globally—reflects the performance of his portfolio companies and his influence within venture capital markets.
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