David Peinsipp: From Courtroom to Boardroom. Navigating Success, Authenticity, and Personal Freedom in Tech Law episode artwork

EPISODE · Apr 15, 2026 · 35 MIN

David Peinsipp: From Courtroom to Boardroom. Navigating Success, Authenticity, and Personal Freedom in Tech Law

from Zero To Prove · host Anthony Bay

Welcome to another episode of Zero To Prove. In this conversation, Anthony Bay sits down with David Peinsipp, partner at Cooley, for an honest reflection on ambition, authenticity, and what it means to reach a point in your career when you have nothing left to prove—but everything to gain from staying engaged.This episode dives into how true fulfillment isn’t just about money or title, but about shaping your own path, building lasting relationships, and knowing when to say no. David Peinsipp shares fascinating stories from inside Silicon Valley’s most dramatic boardrooms, including pivotal moments with companies like Uber, LinkedIn, Snap, and Robinhood. From navigating high-stakes decisions to handling challenging clients and egos, Dave opens up about drawing personal boundaries, embracing the irregular path, and living life with a well-earned sense of choice.Whether you’re early in your career or wondering what keeps people passionate after they’ve “made it,” this episode offers a unique look behind the curtain at the relationships, values, and experiences that drive real success. Let’s get started.Today’s guest: ps://www.linkedin.com/in/davidpeinsipp/

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David Peinsipp: From Courtroom to Boardroom. Navigating Success, Authenticity, and Personal Freedom in Tech Law

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