Podcasts

AI special featuring Sierra, Harvey, Windsurf, and more

Six leaders from across tech — from SaaS and semis to law and logistics — come together to unpack how AI are transforming the way industries function, and how work gets done.

July 7, 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

Bret Taylor: A vision for AI's next frontier

Bret Taylor, co-founder of Sierra and chairman of OpenAI, explains why the next phase of AI won’t just be about building better models.

April 15, 2025

Thought leadership

The AI Architect: Bret Taylor

Bret Taylor discusses how AI is reshaping software development and how the best teams integrate product and engineering while staying deeply technical and customer-focused.

February 11, 2025

Thought leadership

TechCheck: with Bret Taylor

Bret Taylor, co-founder of Sierra, joins TechCheck to discuss the era of AI agents and his new startup. Sierra has seen explosive growth, quadrupling its valuation since January to an impressive $4.5 billion

December 6, 2024

Thought leadership

Interview with Bret Taylor and Clay Bavor

Squawk Pod: with Bret Taylor and Clay Bavor

Companies like SiriusXM and Sonos are using AI Agents to make customer service experiences “delightful,” thanks to new conversational AI technology from Sierra. The company’s co-founders Bret Taylor and Clay Bavor discuss the new technology and the competitive AI landscape

October 11, 2024

Thought leadership

20VC: with Bret Taylor

Bret Taylor, co-founder of Sierra, joins 20VC to talk about the biggest misconceptions in AI and how his startup, Sierra, is revolutionizing customer support.

October 2, 2024

Thought leadership

No Priors: with Bret Taylor

Bret Taylor, co-founder and CEO of Sierra discusses building company-branded AI agents with unique personalities, goals, and guardrails and their potential to revolutionize customer support.

September 19, 2024

Thought leadership

Invest Like the Best: with Bret Taylor

Sierra co-founder, Bret Taylor, joins "Invest like the Best" to discuss a strategic approach to AI integration, the different categories of agents and their scopes, and the essentials of craftsmanship.

September 3, 2024

Thought leadership

Discover what Sierra can do for you

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

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