Sierra CEO Bret Taylor on Agents, Loyalty, and Distribution

AI is becoming the new front door to travel, and consumer behavior is moving faster than most companies can keep up. Wil Slickers sits down with Skift Head of Research Seth Borko to break down what matters most from Rafat Ali’s Skift Global Forum conversation with Sierra AI CEO Bret Taylor.

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

Ryan Zauk sits down with Bret Taylor, Co-Founder & CEO of Sierra and Chairman of the Board at OpenAI.

November 13, 2025

Thought leadership

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.

July 24, 2025

Thought leadership

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.

June 2, 2025

Thought leadership

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Find out how Sierra can help your business build better, more human customer experiences with AI.

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