Keith Rabois's Reading List

Khosla Ventures partner; PayPal Mafia operator; ex-LinkedIn, Square, OpenDoor.

Books from Lenny's Podcast: Keith Rabois — Hard truths about building in the AI era (2026)

Extracted via LLM from auto-captions of Lenny's Podcast (2026-04-12).

Kelly McGonigal · 2015 · Buy on Amazon

"The number one is The Upside of Stress by Kelly McGonigal, professor at Stanford. It argues in an incredibly compelling way that if you want to be happy, healthy, or wealthy, you need more stress in your life — not less."

The Jordan Rules

Sam Smith · 1992 · Buy on Amazon

"For those who want a good book that's off central casting — read The Jordan Rules, or watch The Last Dance. But fundamentally, read The Jordan Rules."

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