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

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

Author: The Verge September 11, 2025 Duration: 51:14
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

At the intersection of power, innovation, and consequence, you'll find Decoder with Nilay Patel. Hosted by The Verge's editor-in-chief, this isn't a typical business or technology podcast that simply recites the news. Instead, Nilay engages with founders, CEOs, legislators, and artists in substantive conversations that dissect the mechanics behind major decisions. The dialogue focuses on the real-world implications of big ideas, probing how today's choices in boardrooms and legislatures ripple out into society tomorrow. You'll hear guests articulate their toughest challenges, the trade-offs they've made, and the often-unseen forces shaping industries from social media and artificial intelligence to transportation and entertainment. Each episode is built on a foundation of genuine curiosity, aiming to unpack not just what is happening, but why it matters for the way we all live and work. Listening to this podcast feels like gaining access to a nuanced, behind-the-scenes briefing where strategy and philosophy collide. It's for anyone who suspects that the most important stories aren't the announcements themselves, but the human decisions, the unforeseen problems, and the ethical calculations that happen long before the headlines are written. Through these detailed conversations, Decoder provides a crucial lens on the architects of our modern world and the complex systems they are building, for better or worse.
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