Decoder with Nilay Patel

Sierra CEO Bret Taylor on why the AI bubble feels like the dotcom boom

11 Sep 2025

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This is Alex Heath. For my final episode as your Thursday episode guest host, I recently sat down with Bret Taylor, the CEO of AI startup Sierra and the chairman of OpenAI, for a live event in San Francisco hosted by Alix Partners. Bret has worked at Google, Facebook, and Salesforce in high-level, executive roles, and he led Twitter’s board during Elon Musk’s takeover, so very few people have seen the tech industry up close like Bret has. Now, he’s all in on AI. We covered a lot of ground in this conversation, and I hope you find Bret’s perspective as fascinating as I did. Links: Ex-Salesforce co-CEO Bret Taylor’s Sierra is the latest $10 billion AI startup | CNBC I talked to Sam Altman about the GPT-5 launch fiasco | Verge Sam Altman says ‘yes,’ AI is in a bubble | Verge MIT study on AI profits rattles tech investors | Axios GPT-5 Pro can prove new, interesting mathematics | Sebastien Bubeck AI chatbots are ready to talk to customers. Sort of. | WSJ How is AI different than other technology waves? | Acquired Podcast Credits: Decoder is a production of The Verge and part of the Vox Media Podcast Network. Our producers are Kate Cox and Nick Statt. Our editor is Ursa Wright. The Decoder music is by Breakmaster Cylinder. Learn more about your ad choices. Visit podcastchoices.com/adchoices

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Decoder with Nilay Patel

Sierra CEO Bret Taylor on why the AI bubble feels like the dotcom boom

This episode hasn't been transcribed yet

Other episodes from Decoder with Nilay Patel

"All chaos and panic": Nilay answers your burning Decoder questions

Square's product chief on the death of the penny and the future of money

Amazon’s Panos Panay on the long road to Alexa’s AI overhaul

Vimeo CEO Philip Moyer is betting on the human touch — and AI

DeepSeek, Stargate, and the new AI arms race

How Ciena keeps the internet online, with CEO Gary Smith

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