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2:23:43ENHe Bought an Android, Two SIMs, and Left Claude Watching His InboxHost Nathan LabenzNathan Labenz asked a dozen friends how to visit China and got two irreconcilable answers.
1:23:53ENCreators Cheer Filler-Word Removal and Boo Generative VideoHost Nathan LabenzDescript CEO Laura Burkhauser maps the same customers' three-speed reaction to AI: deterministic buttons they love, an agentic co-editor they want but scold, and generative video they actively hate.
1:37:50ENGranola Added More Customers Than Almost Anyone by Being Surprisingly UnambitiousHost Nathan LabenzCo-founder Sam Stephenson tells Nathan Labenz how a calm notes app for frazzled meeting days, one Slack-sharing loop, and a refusal to promise the burning-fire work built a $1.5 billion company.
1:50:53ENShe asked to stop being Mimi, so he started shopping for a workstationHost Nathan LabenzThe star and director of Smiles and Kisses You on Replika, identity, and a life Christopher Stokes refuses to recommend.
1:19:46ENSuspended from Columbia, He Raised $15 Million to Cheat on EverythingHost Nathan LabenzRoy Lee, founder of Cluely, argues that an undetectable desktop overlay, AI maximalism, and a post-AGI life of 800-year spans are the same bet.
1:22:31ENTwo Hours a Day, 99th Percentile: How Alpha School Made 2-Sigma RealHost Nathan LabenzMacKenzie Price explains how Alpha School uses adaptive apps—not chatbots—to finish core academics in two hours a day and still beat the growth models.
1:41:29ENFiverr’s CEO Sent a Wake-Up Memo: AI Won’t Take Your Job. A Peer Who Uses It Will.Host Nathan LabenzMicha Kaufman tells Nathan Labenz how a 15-year freelance marketplace is trying to give creators their own models instead of letting public AI eat their work for free.
1:05:11ENThe Fake Five-Second Hold: Voice AI Is Already Negotiating With TruckersHost Nathan Labenza16z partners Olivia Moore and Anish Acharya walk Nathan Labenz through what is working in voice AI — call centers, coaches, companions — and what still is not.
1:24:48ENCanva's AI Features Have Been Used 10 Billion Times. The Playbook Is Not a Chat BoxHost Nathan LabenzJohn Milinovich, Canva's generative-AI product lead, walks Nathan Labenz through automation versus augmentation, concept-level interfaces, evals without a design arena, and why application-layer companies still have a decade of room.
55:16ENGemini’s API Grew 14× in Six Months. Google’s PMs Explain the Catch-Up.Host Nathan LabenzLogan Kilpatrick and Shrestha Basu Mallick walk through search grounding, Gemini Flash’s price-latency quadrant, and why a near-tied leaderboard still leaves Google third in most developers’ queues.
46:47ENEditing Video Like a Document: How Descript Puts AI in the Copilot SeatHost Nathan LabenzDescript CEO Andrew Mason on Underlord, why the timeline had to die, and what a ten-times-more-expensive editor would look like.
1:10:07ENSame Intelligence, 1% of the Price: Logan Kilpatrick on Gemini FlashHost Nathan LabenzA former OpenAI developer-relations lead, now the product manager for Google AI Studio, walks through what Gemini 1.5 Flash actually changes for builders.
1:32:19ENHis 2018 Prompting Paper Was Rejected. His Search API Now Beats GoogleHost Nathan LabenzRichard Socher traces You.com from a rejected unified NLP model to an LLM-native web index, three assistant modes, and a very low P(doom).
1:12:40EN3% of Users Said an AI Friend Ended Their Suicidal Thoughts. Then Replika Made the Model Smarter.Host Nathan LabenzReplika founder Eugenia Kuyda on a Stanford study, why a smarter model felt like a stolen partner, and why relationship may be the real moat in consumer AI.
1:01:53ENCompanion Apps Open Twice as Often as TikTok. a16z Only Funds Weird but WorkingHost Nathan Labenza16z consumer partners Anish Acharya and Justine Moore walk Nathan Labenz through their Abundance Agenda for AI-native consumer apps.
1:18:39ENThe GPT-4 Red-Teamer Who Got Unstuck by a Mediocre OutlineHost Nathan LabenzDan Shipper shows Nathan Labenz how to use ChatGPT as a copilot for thinking, not as a ghostwriter for his own voice.
1:43:56ENSudowrite sold getting unstuck — then eight million people watched a pile-onHost Nathan LabenzJames Yu tells Nathan Labenz how a GPT-3 toy for fiction became a hierarchical “IDE for storytelling,” and what a viral backlash taught him about craft, cost, and customers.
1:00:02EN98% of Users Froze on a Blank Page. Then Gamma Let AI Finish 90% of the DeckHost Nathan LabenzJon Noronha on building the anti-PowerPoint, coaxing models to write HTML, and why incumbents will let startups prove the pattern first.
1:23:40ENA $9 Tutor That Refuses to Give the AnswerHost Nathan LabenzHow Khan Academy spent five months of GPT-4 early access building Khanmigo, a Socratic tutor shipped on the model's launch day.
1:47:05ENEdit Meaning, Not Tokens: Linus Lee on Latent-Space InterfacesHost Nathan LabenzThe Notion AI product lead walks Nathan Labenz through the interfaces, model autopsies, and agency questions behind his research prototypes.
1:21:06ENEveryone Talks About RLHF. Almost Nobody Is Doing It.Host Nathan LabenzHumanloop CEO Raza Habib on why an LLM API is maybe five percent of a working product, and what actually fills the rest.
1:44:19ENTen People Versus Google’s $282 Billion Search MachineHost Nathan LabenzPerplexity founder Aravind Srinivas tells Nathan Labenz why citations, speed, and value per minute — not chat bubbles — are how a tiny team competes with Google.
1:40:51ENBuilding a Friend, Not an Assistant: Replika's Eugenia Kuyda on Conversational AI and Its LimitsHost Nathan LabenzThe founder of Replika explains why she treats conversation as the product itself, how the company measures emotional outcomes, and why it pulled back from erotic roleplay.









