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1:28:58ENBret Taylor on Failing Forward: From Google Local to Google Maps to Sierra's AgentsGuest Bret Taylor · Host Lenny RachitskyThe co-creator of Google Maps and FriendFeed's like button on career mindset, the future of coding, where AI startups should build, and why agents will bring outcome-based pricing.
1:17:24ENDon't Plan Your Career, Follow the Best People: Tamar Yehoshua on Product Leadership in the AI EraGuest Tamar Yehoshua · Host Lenny RachitskyGlean's president of product and technology on career choices, what she learned from Bezos, Butterfield and Benioff, working with engineering partners, and how AI will change product work.
1:23:01ENThe Meteor Is Coming: Intercom's Paul Adams on Going All In on AIGuest Paul Adams · Host Lenny RachitskyIntercom's chief product officer talks about the failures that shaped him, how Intercom ripped up its strategy after ChatGPT, and the simple frameworks he uses to decide what to build.
1:26:42ENInside Block's AI-Native Bet: Goose, Functional Orgs and Throwing Code AwayGuest Dhanji R. Prasanna · Host Lenny RachitskyBlock CTO Dhanji Prasanna explains how a reorg, an open-source agent and a learning-first culture made the company unusually AI-forward.
1:01:13ENNLX Is the New UX: Microsoft's Aparna Chennapragada on Designing for AgentsGuest Aparna Chennapragada · Host Lenny RachitskyMicrosoft's chief product officer explains how she is building AI products a year ahead of the market, why conversation is a designable interface, and what stays the same for product builders.
1:40:42ENThe IC CEO: How Airtable's Howie Liu Is Re-Founding a 13-Year-Old Product for AIGuest Howie Liu · Host Lenny RachitskyAirtable's co-founder explains why he returned to hands-on product work, split his org into fast- and slow-thinking groups, and what skills every product team now needs.
1:23:20ENBack From the Brink: How Intercom's Founder Rebuilt a Stalled SaaS Company Around the Fin AI AgentGuest Eoghan McCabe · Host Lenny RachitskyIntercom CEO Eoghan McCabe describes the strategy, pricing, culture and personal changes behind turning a plateauing SaaS business into an AI-agent company.









