Sierra CEO & OpenAI Chair Bret Taylor Live at Money2020: AI Bubbles, Software’s Future, & Why Sierra Wins

In today’s episode, Ryan Zauk sits down with Bret Taylor, Co-Founder & CEO of Sierra and Chairman of the Board at OpenAI. Bret and Ryan explore several topics including how Sierra has transformed customer service, the agentic era and its consequences for software, why we ‘might’ be in an AI bubble, how Sierra differentiates to win customers like Ramp, Rocket, and Brex, where AI moats will accrue, the 3 AI megatrends he’s leaning into, and much more.

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Bret Taylor at Remarkable Retail podcast

Is AI Retail's New Front Door?

Steve Dennis sits down with Bret Taylor, Chairman of OpenAI and CEO and co-founder of Sierra. Taylor outlines how AI agents are emerging as the new “digital front door” for retail, unifying customer interactions into a single intelligent interface.

31. März 2026

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The Future of Enterprise AI

Harry Stebbings sits down with Clay Bavor, co-founder of Sierra, to discuss open models vs frontier models; the $100,000 token budget every engineer will need; and why forward-deployed engineers are the future of enterprise AI.

9. Juli 2026

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Google, Facebook, then Sierra | Bret Taylor

“If there's one lesson I wish I could give my younger self, it's to focus less on the technology and more on the customer need.” Bret Taylor, co-founder of Sierra and chairman of OpenAI.

24. Juli 2025

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Entdecken Sie, was Sierra für Sie tun kann

Erfahren Sie, wie Sierra Ihnen mit KI zu besseren Ergebnissen verhelfen kann.

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