AI & I

Aaron Levie is AI-pilled, but he’s one of the few CEOs who sees a future where AI agents work for us, instead of replacing us—helping us to do more than we could before.

Aaron’s been the CEO of Box for 20 years–long enough to see a few tech revolutions up close—and taking the company AI-first gave him a glimpse of what the next one means for us. We get into why jobs aren’t going away, the new shape of work, and what it takes to build an AI-first company from the inside.

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Timestamps:
00:00:00 - Start
00:01:30 – Introduction
00:02:36 – Why AI won’t take your job
00:06:42 – Jevons Paradox and the future of work
00:10:40 – How Aaron’s experience with the cloud era shapes his view of AI
00:19:44 – Why every knowledge worker is becoming a manager of AI agents
00:25:21 – What Aaron’s learned from bringing AI into every corner of Box
00:33:57 – What’s overhyped in AI today
00:43:31 – How Aaron balances everyday execution with innovation

Links to resources mentioned in the episode:

What is AI & I?

Learn how the smartest people in the world are using AI to think, create, and relate. Each week I interview founders, filmmakers, writers, investors, and others about how they use AI tools like ChatGPT, Claude, and Midjourney in their work and in their lives. We screen-share through their historical chats and then experiment with AI live on the show. Join us to discover how AI is changing how we think about our world—and ourselves.

For more essays, interviews, and experiments at the forefront of AI: https://every.to/chain-of-thought?sort=newest.