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 mars 2026

Leadership éclairé

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 juillet 2025

Leadership éclairé

Bret Taylor’s journey leading Salesforce, Sierra, and OpenAI

Over the past two decades, Bret Taylor has quietly helped shape the arc of Silicon Valley. From co-creating Google Maps to steering Facebook, Salesforce, and OpenAI, he’s been behind some of the most consequential products in tech.

2 juin 2025

Leadership éclairé

Découvrez ce que Sierra peut faire pour vous

Découvrez comment créer des expériences client plus performantes et plus humaines avec l’IA.