AI is compressing years of change into months, even weeks. We’re all feeling the pressure: To keep up, to deliver AI-driven results, and to not break what we’ve built. CEOs often ask, “How do I keep up with AI?” But the leaders who thrive aren’t necessarily the fastest. There are other factors at play.
In this brand-new talk for BoS, Claire Lew shares lessons from 24 months of working closely with CEOs and executive teams at software and AI companies. She’ll highlight the most common blind spots she’s seen where leaders have succeeded, where they’ve stumbled, and what we can learn.
You’ll leave with practical ways to help your team perform at the highest level, and to lead with clarity and confidence in an AI-accelerated world.

Claire Lew
Founder & CEO, Canopy
Claire Lew is an entrepreneur, coach, writer, and speaker. As Founder & CEO of Canopy, she helps first-time CEOs and their teams achieve their vision. Through 1:1 coaching, executive team advising, and leadership development programs, she equips leaders to close the gap between strategy and execution.
Over the past decade, Claire has advised leaders at Apple and Uber, coached first-time CEOs and executives at scaling tech companies, and trained more than 50,000 managers at companies like Amazon, Netflix, and Wikipedia. She is best known for helping organizations navigate growth and market changes, make sound decisions in times of uncertainty, and enable their teams to move with greater ownership and urgency.
In addition to her advisory work, Claire is a builder at heart. She grew a tool originally developed inside 37signals (creators of Basecamp) into Know Your Team — leadership software that spread to 30,000+ managers across 25+ countries and is now part of Canopy’s platform. She has also distilled 50+ years of research into practical frameworks and tools that help leaders unlock their potential every day.
Her work has been featured in Harvard Business Review, Forbes, Inc., and Fortune. She’s spoken to audiences around the world, taught entrepreneurship as an adjunct professor at Northwestern University, and delivered some of the best-rated talks on leadership at Business of Software.