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Bret Taylor: uncertainty

10 Mar 2026 Cheeky Pint Bret Taylor of Sierra on AI agents, outcome-based pricing, and the OpenAI board

“I don't know about that, but it is interesting right now because obviously a lot of that predated AI.”

— Bret Taylor

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Speaker
Bret Taylor
Attribution
Verified speaker
Claim type
uncertainty
Recorded
10 Mar 2026
Publisher
Cheeky Pint

Transcript context

…Sorry, I'm retro. I'm old-fashioned. I don't know about that, but it is interesting right now because obviously a lot of that predated AI. But I mean, any person has been an individual contributor, engineer, knows that the size of the team does not produce linearly greater outcomes. Everyone in the world has experienced that. I think the idea of can you actually give individuals with good taste more agency, no pun intended. I think it's always been an enduring thing. What was the Jeff Bezos—"It's a two pizza box thing." But then do large tech companies underrate this phenomenon? Do they pay lip service to small empowered teams and two pizza teams, but X shows that maybe they should be doing more?…

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