Lenny Rachitsky · 3 min read · Product Strategy

Hard truths about building in the AI era | Keith Rabois (Khosla Ventures)

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Keith Rabois shares hard truths about building in the AI era, covering hiring frames, how to spot undiscovered talent, and how organizational design should adapt as the PM role evolves. He also discusses why conventional customer interviews can mislead consumer-product work, outlines the three traits of top-performing companies, reveals his go-to senior interview question, and explains why CMOs are becoming the dominant token consumers in AI-driven markets.

Key Takeaways

Excerpt

Keith Rabois was an early executive at PayPal (part of the famous PayPal Mafia), COO at Square, VP of Corporate Development at LinkedIn, and an early investor in Stripe, DoorDash, Airbnb, YouTube, Ramp, and Palantir. Currently he’s managing director at Khosla Ventures. Also, he hasn’t touched a computer since September 2010 (he does everything from an iPad). Listen on YouTube , Spotify , and Apple Podcasts In our in-depth conversation, Keith shares: The barrels vs. ammunition hiring framework (and how to spot barrels) Why talking to customers is actively harmful for consumer products How to identify undiscovered talent Why the…

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