Bret Taylor’s Journey Leading Salesforce, Sierra & 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. Now, with his new company Sierra, he’s starting from zero—again.In this conversation, Bret opens up about how founders navigate identity, why the best ideas often come from everyday friction, and how staying relentlessly focused can unlock real momentum in AI.Guest: Bret Taylor, Co-Founder of SierraChapters:00:00 Trailer00:49 Introduction01:57 Saving OpenAI09:15 Overwhelming yet capable of a lot13:36 Father and founder16:49 History is written by the victors22:13 How you price matters35:58 Stickiest piece of software49:48 The first realtime social network55:34 Facebook CTO who rewrote Google Maps1:02:10 Least known, most impressive1:11:39 The best way to predict the future1:16:22 Most personally passionate1:21:22 Currency of reputation1:27:17 Away from work1:28:35 Who Sierra is hiring1:28:58 What “grit” means to Bret1:29:18 OutroMentioned in this episode: Google Maps, Salesforce, OpenAI ChatGPT, Meta Facebook, X (formerly Twitter), Sam Altman, Elon Musk, Mark Zuckerberg, Google, Marissa Mayer, Excite, MSN, AltaVista, Amazon, Harvey, Airbnb, Coinbase, Apple, John Doerr, Cursor, Codeium Windsurf, Perplexity, xAI, Kleenex, Amazon Web Services (AWS), FriendFeed, Tumblr, Kevin Gibbs, Google Maps, Yelp, Trulia, iOS App Store, Blackberry, Facebook Messenger, Marvel Avengers, Slack, Quip, Leonardo da Vinci, Clay Bavor, Microsoft, Eric Schmidt, Alan Kay, Brian Armstrong, Brian Chesky, Shopify, SiriusXM, Patrick CollisonLinks:Connect with Bret TaylorXLinkedInConnect with JoubinXLinkedInEmail: [email protected] more about Kleiner Perkins