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42:06ENAfter SWE-bench Hits 80.9%, Dianne Na Penn Reckons with Opus 4.5Moderation: Jacob EffronAnthropic’s head of product for research on computer use, deceptive token prices, thin harnesses, and why alignment makes a model a better thinker.
51:19ENSal Khan's $15 Tutor Hit 1.4 Million Users. Making Kids Actually Use It Is the ProductModeration: Jacob EffronThe Khan Academy founder tells Redpoint why an AI tutor still cannot teach most students alone, and why districts are paying $15 a year after an $86 billion tutoring hangover.
1:24:48ENCanva's AI Features Have Been Used 10 Billion Times. The Playbook Is Not a Chat BoxModeration: 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.
35:24ENScott Belsky: Models Are Commoditizing. Controls, Data, and Taste Are the MoatModeration: Jacob EffronAdobe’s chief product officer tells Unsupervised Learning why Project Neo leaking into Firefly, a three-second Premiere extend, and Superhuman-priced software all point to the same shift.
1:32:19ENHis 2018 Prompting Paper Was Rejected. His Search API Now Beats GoogleModeration: 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).
1:00:02EN98% of Users Froze on a Blank Page. Then Gamma Let AI Finish 90% of the DeckModeration: Nathan LabenzJon Noronha on building the anti-PowerPoint, coaxing models to write HTML, and why incumbents will let startups prove the pattern first.
1:47:05ENEdit Meaning, Not Tokens: Linus Lee on Latent-Space InterfacesModeration: Nathan LabenzThe Notion AI product lead walks Nathan Labenz through the interfaces, model autopsies, and agency questions behind his research prototypes.
1:21:44ENFrom Rowing to Steering: Inside OpenAI's Push Toward Persistent AI CoworkersModeration: Lenny RachitskyTara Seshan, who leads product for Codex and ChatGPT Work at OpenAI, explains how PM work changes when agents do the rowing and people do the steering.
1:26:22ENStart Small, Earn Autonomy: What 50+ AI Product Deployments Taught Two BuildersModeration: Lenny RachitskyAishwarya Naresh Reganti and Kiriti Badam explain why AI products need a different build process, and how to grow agent autonomy step by step without losing customer trust.
1:08:29ENTaste, Authenticity and Small Pods: Instagram's Adam Mosseri on Building Products in an AI WorldModeration: Lenny RachitskyThe head of Instagram explains how Meta's product teams are shrinking, why human judgment and creator identity matter more as AI content grows, and what he learned from his biggest failures.
1:31:22ENThe Super IC Playbook: 12 Years of Product Leverage Without ManagementModeration: Lenny RachitskyTal Raviv explains why he stayed an individual-contributor PM for 12 years, how he uses AI and self-reliant teams to scale his impact, and what failure has taught him.
1:33:50ENEvals Are the New PRDs: Inside Anthropic's Research Product TeamModeration: Lenny RachitskyDianne Penn, Anthropic's head of product for research and Labs, explains how the company found its identity, how her team turns user feedback into evals, and why human judgment still matters.
19:13ENJudgment Is the Craft: Robby Stein's Three-Chapter Playbook for Product Managers in the AI EraModeration: Lenny RachitskyGoogle Search's Robby Stein says a PM's core skill is decision making, and walks through how to understand people, diagnose root causes and polish the craft, with AI helping at each step.
48:58ENNotebookLM's Accidental Podcast Hit: A 20% Project, a Tiny Team, and a Remixable AI EditorModeration: Lenny RachitskyRaiza Martin explains how NotebookLM's Audio Overviews became a viral demo, how Google Labs let a tiny team ship like a startup, and where the product goes next.
28:48ENWhy Claude Still Needs a PM: Anthropic's Product Leaders on Judgment, Agents and Parallel BetsModeration: Lenny RachitskyAt the Lenny and Friends Summit, Anthropic's Ami Vora and Mike Krieger tell Dan Shipper how the product role is changing when technology shifts every couple of months.
1:01:47ENInside Notion AI: Prototypes That Annoy Everyone, Evals Built In-House, and Models Rented from PartnersModeration: Jacob EffronNotion AI engineer Linus Lee explains how a dozen-person team went from a hotel-room hackathon to Writer, Autofill and workspace Q&A.
1:22:43ENA Colleague With Its Own Computer: How a Small Team Built Grok Bot in a MonthModeration: Lenny RachitskyRoman Ugarte of SpaceXAI explains the decisions, hand-held onboarding and product philosophy behind Grok Bot, and what Cursor's culture taught him about staying ahead.
1:27:22ENAgency Over Job Titles: Notion's Max Schoening on Building in the AI EraModeration: Lenny RachitskyNotion's head of product on why designers should code, why agency separates the people who thrive, and what makes a product great.
53:02ENAdobe's Firefly Bet: A Billion Beta Images, Creative Control, and Trust at ScaleModeration: Jacob EffronAdobe's Alexandre explains how Firefly moved from research to product, how Adobe balances creative control with generative speed, and why trust and feedback loops are central to its AI strategy.
51:30ENLess Email, Better Thinking: Grammarly’s CEO on AI That Augments CommunicationModeration: Jacob EffronGrammarly CEO Rahul explains how the company is moving from grammar checks to end-to-end communication assistance—and why evals, user data, and measurable outcomes matter.
1:04:25ENInside GitHub's Copilot Bet: Agents, Open Source, and Why the Developer Job EnduresModeration: Jacob EffronGitHub CEO Thomas explains how Copilot went from a research bet to 1.3 million developers, and what agents, fine-tuning and a multi-model world mean for the next five years of software.
57:08ENShipping Finn: Intercom's Product Playbook for the ChatGPT EraModeration: Jacob EffronDes Traynor explains how Intercom pivoted to AI, shipped Finn, built guardrails, and turned customer support into a product lab for LLMs.
22:31ENTen Regrets: Marty Cagan on What He Got Wrong About ProductModeration: Lenny RachitskyAt Lenny and Friends Summit, Marty Cagan revisits his decades of product advice and names the ten things he would change.
50:03ENCopilot Is a Copilot, Not a Pilot: Inbal Shani on the Future of AI in Software DevelopmentModeration: Lenny RachitskyGitHub's chief product officer explains what AI changes for developers, what it does not replace, and how teams should adopt it.
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