Three-time founder Jason Shen distills lessons on conviction, daring, and unconventional wins straight from his closed-door sessions.
Every Sunday morning you’ll get a five-minute playbook (≈ 700 words) drawn from Jason’s real conversations with his clients: venture-backed CEOs, restless creators, and "weirdly brilliant" high achievers.
Here's what you can expect:
- Conviction under pressure – frameworks for making gutsy calls when the stakes (and skeptics) are high.
- Out-executing the odds – tactics for playing big with limited runway, tiny teams, or unconventional backgrounds.
- Emotional durability – practical habits for leading when everyone looks to you and failure isn’t an option.
- Storytelling that moves money & minds – how to craft narratives that win customers, talent, and capital.
- Cultivate “in-the-trenches” alliances—building and maintaining strategic relationships that become lifelines when 💩 hits the fan.
Who reads it? 2,800+ YC founders, senior operators at Google, Meta, Stripe, Brex, Y-Combinator startups, and solopreneurs and indie hackers everywhere.
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Jason Shen
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Jason Shen
About Jason
Jason Shen is an xecutive coach who works with founders and ambitious outliers to reverse conviction decay, claim their genius, and win at their won game. As the author of The Path to Pivot and weirdly brilliant, he is a leading expert on resilience, transition, and unconventional success and his ideas have appeared in MIT Sloan Review, TechCrunch, FastCompany, and Every.
Jason previously founded 3 venture-backed startups (1 exit) and led product teams at Etsy and Facebook. He is a two-time Stanford graduate, a Y Combinator alumni, and NCAA mens gymnastics national champion. He lives in Brooklyn with his wife Amanda, a contemporary artist, and is a board member of Lunar Accel, an AAPI leadership development nonprofit.