Bret Taylor

Bret Taylor's legendary career includes being CTO of Meta, co-CEO of Salesforce, chairman of the board at OpenAI (yes, during that drama), co-creating both Google Maps and the Like button, and founding three companies. Today he's the founder and CEO of Sierra, an AI agent company transforming customer service.

3 skills 4 insights

Includes our free 8-email course on making your product team AI-native. Unsubscribe anytime.

Overlay: Zero-to-One / Founder Skills

The best AI startup opportunities lie in 'disassembling the Lego set' of existing categories and reassembling them into native, autonomous experiences rather than just adding an AI layer to old software.

"First is, I think as you have these new technologies, rather than literally digitizing what came before, if you can create an entirely new experience, it answers the question for a new customer, why s..."
52:36

Strategy & Positioning Skills

Pricing for AI agents should move away from seat-based models and toward outcomes, aligning the cost of the software directly with the value it delivers to the customer.

"The whole market is going to go towards agents. I think the whole market is going to go towards outcomes-based pricing. It's just so obviously the correct way to build and sell software."
01:04:45

Rebuilding a reputation after a high-profile product failure requires the resilience to stay in the game and the willingness to completely reinvent the product's core value proposition.

"They gave me another shot to do a V2 of it and I got the impression it wasn't like my last shot, but I certainly was feeling a little dejected from going from a hot shot, new PM to a new thing. So, we..."
04:43

Product failure is often diagnosed by a lack of differentiation, where the digital solution is merely a copy of a legacy process rather than a new experience native to its technology.

"And the product was fine, it worked, but it really wasn't differentiated. And in many ways, I think, again, I think I've had these reflections more sense than at the time, that I had some of the time,..."
20:18