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Lenny's Podcast: Product | Career | Growth

Lenny Rachitsky
Lenny's Podcast: Product | Career | Growth
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  • Al Engineering 101 with Chip Huyen (Nvidia, Stanford, Netflix)
    Chip Huyen is a core developer on Nvidia’s Nemo platform, a former AI researcher at Netflix, and taught machine learning at Stanford. She’s a two-time founder and the author of two widely read books on AI, including AI Engineering, which has been the most-read book on the O’Reilly platform since its launch. Unlike many AI commentators, Chip has built multiple successful AI products and platforms and works directly with enterprises on their AI strategies, giving her unique visibility into what’s actually happening inside companies building AI products.We discuss:1. What people think makes AI apps better vs. what actually makes AI apps better2. What pre-training vs. post-training is, and why fine-tuning should be your last resort3. How RLHF (reinforcement learning from human feedback) actually works4. Why data quality matters more than which vector database you choose5. Why high performers are seeing the most gains from AI coding tools6. Why most AI problems are actually UX issues—Brought to you by:Dscout—The UX platform to capture insights at every stage: from ideation to production: https://www.dscout.com/Justworks—The all-in-one HR solution for managing your small business with confidence: https://ad.doubleclick.net/ddm/trackclk/N9515.5688857LENNYSPODCAST/B33689522.423713855;dc_trk_aid=616485030;dc_trk_cid=237010502;dc_lat=;dc_rdid=;tag_for_child_directed_treatment=;tfua=;gdpr=$Persona—A global leader in digital identity verification: https://withpersona.com/lenny—Where to find Chip Huyen:• X: https://x.com/chipro• LinkedIn: https://www.linkedin.com/in/chiphuyen/• Website: https://huyenchip.com/—Where to find Lenny:• Newsletter: https://www.lennysnewsletter.com• X: https://twitter.com/lennysan• LinkedIn: https://www.linkedin.com/in/lennyrachitsky/—In this episode, we cover:(00:00) Introduction to Chip Huyen(04:28) Chip’s viral LinkedIn post(07:05) Understanding AI training: pre-training vs. post-training(08:50) Language modeling explained(13:55) The importance of post-training(15:20) Reinforcement learning and human feedback(22:23) The importance of evals in AI development(31:55) Retrieval augmented generation (RAG) explained(38:50) Challenges in AI tool adoption(43:19) Challenges in measuring productivity(45:20) The three-bucket test(49:10) The future of engineering roles(55:31) ML Engineers vs. AI engineers(57:12) Looking forward: the impact of AI(01:05:48) Model capabilities vs. perceived performance(01:08:23) Lightning round and final thoughts—Referenced:• Chip’s LinkedIn post on what actually improves AI apps: https://www.linkedin.com/posts/chiphuyen_aiapplications-aiengineering-activity-7358971409227792384-y0mf/• Prediction and Entropy of Printed English: https://www.princeton.edu/~wbialek/rome/refs/shannon_51.pdf• Why experts writing AI evals is creating the fastest-growing companies in history | Brendan Foody (CEO of Mercor): https://www.lennysnewsletter.com/p/experts-writing-ai-evals-brendan-foody•Inside the expert network training every frontier AI model | Garrett Lord (Handshake CEO): https://www.lennysnewsletter.com/p/inside-handshake-garrett-lord• First interview with Scale AI’s CEO: $14B Meta deal, what’s working in enterprise AI, and what frontier labs are building next | Jason Droege: https://www.lennysnewsletter.com/p/first-interview-with-scale-ais-ceo-jason-droege• Anthropic’s CPO on what comes next | Mike Krieger (co-founder of Instagram): https://www.lennysnewsletter.com/p/anthropics-cpo-heres-what-comes-next• Why AI evals are the hottest new skill for product builders | Hamel Husain & Shreya Shankar (creators of the #1 eval course): https://www.lennysnewsletter.com/p/why-ai-evals-are-the-hottest-new-skill• The rise of Cursor: The $300M ARR AI tool that engineers can’t stop using | Michael Truell (co-founder and CEO): https://www.lennysnewsletter.com/p/the-rise-of-cursor-michael-truell• Stanford webinar—How AI Is Changing Coding and Education, Andrew Ng & Mehran Sahami: https://www.youtube.com/watch?v=J91_npj0Nfw• He saved OpenAI, invented the “Like” button, and built Google Maps: Bret Taylor on the future of careers, coding, agents, and more: https://www.lennysnewsletter.com/p/he-saved-openai-bret-taylor• Anthropic co-founder on quitting OpenAI, AGI predictions, $100M talent wars, 20% unemployment, and the nightmare scenarios keeping him up at night | Ben Mann: https://www.lennysnewsletter.com/p/anthropic-co-founder-benjamin-mann• Lenny’s vibe-coded app made on Lovable: https://gdoc-images-grab.lovable.app/• Story of Yanxi Palace: https://www.imdb.com/title/tt8865016/• Steve Jobs’s quote: https://www.goodreads.com/quotes/427317-remembering-that-i-ll-be-dead-soon-is-the-most-important—Recommended books:• The Complete Sherlock Holmes: https://www.amazon.com/Complete-Sherlock-Holmes-Volumes/dp/0553328255• AI Engineering: Building Applications with Foundation Models: https://www.amazon.com/AI-Engineering-Building-Applications-Foundation/dp/1098166302• The Selfish Gene: https://www.amazon.com/Selfish-Gene-Anniversary-Introduction/dp/0199291152• From Third World to First: The Singapore Story: 1965-2000: https://www.amazon.com/Third-World-First-Singapore-1965-2000/dp/0060197765—Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email [email protected] may be an investor in the companies discussed. To hear more, visit www.lennysnewsletter.com
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  • Figma’s CEO: Why AI makes design, craft, and quality the new moat for startups | Dylan Field
    Dylan Field is co-founder and CEO of Figma, a beloved tool used by every modern product team. Founded in 2012, Figma has expanded from a single design tool to a comprehensive platform including FigJam, Slides, Dev Mode, and, most recently, Figma Make. After a $20 billion acquisition by Adobe fell through due to regulatory pushback, Dylan led the company to a successful IPO in 2025.What you’ll learn:• How Dylan kept internal morale up after the Adobe acquisition fell through• His approach to maintaining pace and a sense of urgency 13 years in• How to systematically develop taste• How Figma decides which product lines to add• Why Dylan obsesses over “time to value”• How AI is making design more valuable—Brought to you by:Stripe—Helping companies of all sizes grow revenue—Transcript: ⁠https://www.lennysnewsletter.com/p/why-ai-makes-design-craft-and-quality-the-new-moat⁠—My biggest takeaways (for paid newsletter subscribers): ⁠https://www.lennysnewsletter.com/i/175569466/my-biggest-takeaways-from-this-conversation⁠—Where to find Dylan Field:• X: https://x.com/zoink• LinkedIn: https://www.linkedin.com/in/dylanfield/—Where to find Lenny:• Newsletter: https://www.lennysnewsletter.com• X: https://twitter.com/lennysan• LinkedIn: https://www.linkedin.com/in/lennyrachitsky/—In this episode, we cover:(00:00) Introduction to Dylan Field(03:58) The Adobe deal fallout(05:50) Maintaining team morale post-deal(09:13) Strategies for sustaining high performance(13:37) Maintaining Figma’s unique company culture(16:22) Dylan’s leadership evolution(21:03) How to improve clarity as a leader(24:40) The controversy behind FigJam(31:06) Lessons from expanding Figma’s core product line(39:32) Time-to-value(45:14) Introduction to Figma Make(48:26) AI app prototyping and the future of Figma Make(53:38) Lessons from Figma’s AI product launch(57:47) The importance of craft(59:54) Developing good taste(01:05:35) The future of product development(01:10:32) Why AI won’t steal your job(01:14:37) AI corner(01:18:32) Lightning round and final thoughts—Referenced:• Dylan Field live at Config: Intuition, simplicity, and the future of design: https://www.lennysnewsletter.com/p/dylan-field-live-at-config• Figma: https://www.figma.com/• Adobe: https://www.adobe.com/• Vision, conviction, and hype: How to build 0 to 1 inside a company | Mihika Kapoor (Product at Figma): https://www.lennysnewsletter.com/p/vision-conviction-hype-mihika-kapoor• Notion’s lost years, its near collapse during Covid, staying small to move fast, the joy and suffering of building horizontal, more | Ivan Zhao (CEO and co-founder): https://www.lennysnewsletter.com/p/inside-notion-ivan-zhao• $46B of hard truths from Ben Horowitz: Why founders fail and why you need to run toward fear (a16z co-founder): https://www.lennysnewsletter.com/p/46b-of-hard-truths-from-ben-horowitz• FigJam: https://www.figma.com/figjam/• Cursor chat: https://help.figma.com/hc/en-us/articles/4403130802199-Use-cursor-chat-in-Figma-Design• Figma Slides: https://www.figma.com/slides/• Figma Sites: https://www.figma.com/sites/• Figma Buzz: https://www.figma.com/buzz/• Figma Draw: https://www.figma.com/draw/• Figma Design: https://www.figma.com/design/• Dev Mode: https://www.figma.com/dev-mode/• Figma Make: https://www.figma.com/make/• Zach Lloyd on X: https://x.com/zachlloydtweets• Warp: https://www.warp.dev/• Dylan’s post on X about Figma on an AI product leaderboard: https://x.com/zoink/status/1968588014935801884• Kurt Cobain: https://en.wikipedia.org/wiki/Kurt_Cobain• Damien Correll on LinkedIn: https://www.linkedin.com/in/damiencorrell/• Marcin Wichary on LinkedIn: https://www.linkedin.com/in/mwichary/• Loredana Crisan on LinkedIn: https://www.linkedin.com/in/loredanacrisan/• Amber Bravo on LinkedIn: https://www.linkedin.com/in/amberbravo/• Figma’s 2025 AI report: Perspectives from designers and developers: https://www.figma.com/blog/figma-2025-ai-report-perspectives/• Jevons paradox: https://en.wikipedia.org/wiki/Jevons_paradox#Energy_conservation_policy• AI prompt engineering in 2025: What works and what doesn’t | Sander Schulhoff (Learn Prompting, HackAPrompt): https://www.lennysnewsletter.com/p/ai-prompt-engineering-in-2025-sander-schulhoff• Pantheon: https://www.imdb.com/title/tt11680642/• Retro: https://retro.app/• Thiel Fellowship: https://thielfellowship.org/—Recommended books:• Understanding Comics: The Invisible Art: https://www.amazon.com/Understanding-Comics-Invisible-Scott-McCloud/dp/006097625X• The Spy and the Traitor: The Greatest Espionage Story of the Cold War: https://www.amazon.com/Spy-Traitor-Greatest-Espionage-Story/dp/1101904216• Codex Seraphinianus: https://www.amazon.com/Codex-Seraphinianus-Anniversary-Luigi-Serafini/dp/0847871045Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email [email protected].—Lenny may be an investor in the companies discussed.My biggest takeaways from this conversation: To hear more, visit www.lennysnewsletter.com
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  • Inside Google's AI turnaround: The rise of AI Mode, strategy behind AI Overviews, and their vision for AI-powered search | Robby Stein (VP of Product, Google Search)
    Robby Stein is VP of Product at Google, where he oversees the core products of Google Search—including the new AI Overviews, AI Mode, search ranking, Google Lens, and more. Previously, he led consumer products at Instagram, where he and his teams built Stories, Reels, Close Friends, and other key features now used by billions.—What you’ll learn:Why Google’s AI products are suddenly taking off after years of perceived stagnation How AI is expanding Search rather than replacing it, contrary to what many predicted The three core product principles that have helped Robby build multiple billion-user products Inside Instagram’s decision to build its own version of Snapchat Stories His mantra of “relentless improvement” How Google developed AI Mode from concept to launch in just one year Why most teams give up too early on potentially transformative products —Brought to you by:Vanta—Automate compliance. Simplify security: https://vanta.com/lennyJira Product Discovery—Confidence to build the right thing: https://atlassian.com/lenny/?utm_source=lennypodcast&utm_medium=paid-audio&utm_campaign=fy24q1-jpd-imcOrkes—The enterprise platform for reliable applications and agentic workflows: https://www.orkes.io/—Transcript: https://www.lennysnewsletter.com/p/how-google-built-ai-mode-in-under-a-year—My biggest takeaways (for paid newsletter subscribers): ⁠https://www.lennysnewsletter.com/i/175041217/my-biggest-takeaways-from-this-conversation⁠—Where to find Robby Stein:• X: https://x.com/rmstein• LinkedIn: https://www.linkedin.com/in/robbystein/—Referenced:• Google Gemini: https://gemini.google.com/app• Nano Banana: https://aistudio.google.com/models/gemini-2-5-flash-image• Chat GPT: https://chatgpt.com/• Perplexity: https://www.perplexity.ai/• Google Lens: https://lens.google/• AI Google search: https://www.google.com/ai• Why ChatGPT will be the next big growth channel (and how to capitalize on it) | Brian Balfour (Reforge): https://www.lennysnewsletter.com/p/why-chatgpt-will-be-the-next-big-growth-channel-brian-balfour• Alex Rampell on X: https://x.com/arampell• A 4-step framework for building delightful products | Nesrine Changuel (Spotify, Google, Skype): https://www.lennysnewsletter.com/p/a-4-step-framework-for-building-delightful-products• Look broader, look closer, think younger: Tony Fadell speaks at TED2015: https://blog.ted.com/look-broader-look-closer-think-younger-tony-fadell-speaks-at-ted2015/• Jobs to Be Done: https://www.christenseninstitute.org/theory/jobs-to-be-done/• The ultimate guide to JTBD | Bob Moesta (co-creator of the framework): https://www.lennysnewsletter.com/p/the-ultimate-guide-to-jtbd-bob-moesta• Rinstagram or Finstagram? The curious duality of the modern Instagram user: https://www.theguardian.com/technology/2016/sep/26/rinstagram-finstagram-instagram-accounts• V03: https://v03ai.com/• Pirate GPT: https://www.kickstarter.com/projects/silentmeditation/pirate-gpt/• The Bear on Hulu: https://www.hulu.com/series/the-bear-05eb6a8e-90ed-4947-8c0b-e6536cbddd5f• Dune on HBO Max: https://www.hbomax.com/movies/dune/e7dc7b3a-a494-4ef1-8107-f4308aa6bbf7• Top Gun: Maverick: https://www.imdb.com/title/tt1745960/• Purple pillows: https://purple.com/pillows• Avocado pillow: https://www.avocadogreenmattress.com/products/green-pillow• Justin Bieber’s website: https://www.justinbiebermusic.com/• Scooter Braun’s website: https://scooterbraun.com/—Recommended books:• Competing Against Luck: The Story of Innovation and Customer Choice: https://www.amazon.com/Competing-Against-Luck-Innovation-Customer/dp/0062435612• The Design of Everyday Things: https://www.amazon.com/Design-Everyday-Things-Revised-Expanded/dp/0465050654• Aurora: https://www.amazon.com/Aurora-High-Stakes-Survival-Navigate-Darkness/dp/0062916475• Project Hail Mary: https://www.amazon.com/Project-Hail-Mary-Andy-Weir/dp/0593135202—Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email [email protected].—Lenny may be an investor in the companies discussed. To hear more, visit www.lennysnewsletter.com
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  • First interview with Scale AI’s CEO: $14B Meta deal, what’s working in enterprise AI, and what frontier labs are building next | Jason Droege
    Jason Droege is the CEO of Scale AI, a company that provides foundational training data to every major AI lab. He previously co-founded Scour with Travis Kalanick and built Uber Eats from idea to $20 billion in revenue. In this conversation, Jason shares lessons from getting sued for $250 billion, discovering restaurant economics by weighing sandwich ingredients, and over 25 years of launching transformative technology businesses.What you’ll learn:What actually happened with Meta’s $14 billion investment in Scale AIWhy AI models still need human experts to improve, and how that relationship is evolvingHow AI models learn from experts building websites and debugging codeThe business lessons from building Uber Eats from zero to $20 billionWhy most enterprise data is useless for AI models todayWhy urgent daily problems beat super-valuable occasional problems when building productsHow to think independently when building new products and businesses—Brought to you by:Merge—The fastest way to ship 220+ integrations: http://merge.dev/lennyFigma Make—A prompt-to-code tool for making ideas real: https://www.figma.com/lenny/Mercury—The art of simplified finances: https://mercury.com/—Transcript: https://www.lennysnewsletter.com/p/first-interview-with-scale-ais-ceo-jason-droege—My biggest takeaways (for paid newsletter subscribers): https://www.lennysnewsletter.com/i/174979621/my-biggest-takeaways-from-this-conversation—Where to find Jason Droege:• X: https://x.com/jdroege• LinkedIn: https://www.linkedin.com/in/jasondroege/—Where to find Lenny:• Newsletter: https://www.lennysnewsletter.com• X: https://twitter.com/lennysan• LinkedIn: https://www.linkedin.com/in/lennyrachitsky/—In this episode, we cover:(00:00) Introduction to Jason Droege(06:01) Jason’s early career and lessons learned(10:27) The current state of Scale AI(12:37) The shift to expert data labeling(17:02) Challenges and strategies in finding experts(18:48) Reinforcement learning and AI environments(28:18) The future of AI and human involvement(31:21) The role of evals(35:25) What AI models will look like in the next few years(41:43) Building Uber Eats and understanding customer needs(48:19) The importance of independent thinking(50:45) Setting high standards for new businesses(53:03) Exploring and selecting business ideas(57:07) The McDonald’s story(01:00:13) The role of gross margins in business feasibility(01:04:49) Why Jason says, “Not losing is a precursor to winning”(01:09:12) Hiring and building teams(01:12:11) AI corner(01:14:47) Lightning round and final thoughts—Referenced:• Travis Kalanick on X: https://x.com/travisk• Scour: https://en.wikipedia.org/wiki/Scour_Inc.• Scale: https://scale.com/• Alexandr Wang on X: https://x.com/alexandr_wang• Why experts writing AI evals is creating the fastest-growing companies in history | Brendan Foody (CEO of Mercor): https://www.lennysnewsletter.com/p/experts-writing-ai-evals-brendan-foody• Brendan Foody’s post on X about knowledge work changing: https://x.com/BrendanFoody/status/1970163503702188048• MIT Finds 95% of GenAI Pilots Fail Because Companies Avoid Friction: https://www.forbes.com/sites/jasonsnyder/2025/08/26/mit-finds-95-of-genai-pilots-fail-because-companies-avoid-friction/• Uber Eats: https://www.ubereats.com/• Stephen Chau on X: https://x.com/thestephenchau• a16z Podcast: https://a16z.com/podcasts/a16z-podcast/• F1: The Movie: https://www.imdb.com/title/tt16311594/• V03: https://v03ai.com/• Careers at Scale: https://scale.com/careers—Recommended books:• The Selfish Gene: https://www.amazon.com/Selfish-Gene-Anniversary-Introduction/dp/0199291152• The Road Less Traveled: A New Psychology of Love, Traditional Values, and Spiritual Growth: https://www.amazon.com/Road-Less-Traveled-Timeless-Traditional/dp/0743243153/• Good to Great: Why Some Companies Make the Leap . . . And Others Don’t: https://www.amazon.com/Good-Great-Some-Companies-Others/dp/0066620996• Thinking, Fast and Slow: https://www.amazon.com/Thinking-Fast-Slow-Daniel-Kahneman/dp/0374533555/—Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email [email protected].—Lenny may be an investor in the companies discussed. To hear more, visit www.lennysnewsletter.com
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  • How to find hidden growth opportunities in your product | Albert Cheng (Duolingo, Grammarly, Chess.com)
    Albert Cheng has led growth at three of the world’s most successful consumer subscription companies: Duolingo, Grammarly, and Chess.com. A former Google product manager (and serious pianist!), Albert developed a unique approach to finding and scaling growth opportunities through rapid experimentation and deep user psychology. His teams run 1,000 experiments a year, discovering counterintuitive insights that have driven tens of millions in revenue.What you’ll learn:1. How to use the explore-exploit framework to find new growth opportunities2. How showing premium features to free users doubled Grammarly’s upgrades to paid plans3. What good retention looks like for a consumer subscription app4. Why resurrected users drive 80% of mature product growth5. Why “reverse trials” work better than time-based trials6. The three pillars of successful gamification: core loop, metagame, and profile —Brought to you by:Vanta—Automate compliance. Simplify security.Jira Product Discovery—Confidence to build the right thingMiro—A collaborative visual platform where your best work comes to life—Where to find Albert Cheng:• X: https://x.com/albertc248• LinkedIn: https://www.linkedin.com/in/albertcheng1/• Chess.com: https://www.chess.com/member/Goniners—Where to find Lenny:• Newsletter: https://www.lennysnewsletter.com• X: https://twitter.com/lennysan• LinkedIn: https://www.linkedin.com/in/lennyrachitsky/—Referenced:• How Duolingo reignited user growth: https://www.lennysnewsletter.com/p/how-duolingo-reignited-user-growth• Inside ChatGPT: The fastest-growing product in history | Nick Turley (Head of ChatGPT at OpenAI): https://www.lennysnewsletter.com/p/inside-chatgpt-nick-turley• Explore vs. Exploit: https://brianbalfour.com/quick-takes/explore-vs-exploit• Grammarly: https://www.grammarly.com/• Reforge: https://www.reforge.com/• Chess.com: https://www.chess.com/• Everyone’s an engineer now: Inside v0’s mission to create a hundred million builders | Guillermo Rauch (founder & CEO of Vercel, creators of v0 and Next.js): https://www.lennysnewsletter.com/p/everyones-an-engineer-now-guillermo-rauch• Building Lovable: $10M ARR in 60 days with 15 people | Anton Osika (CEO and co-founder): https://www.lennysnewsletter.com/p/building-lovable-anton-osika• Figma: https://www.figma.com/• Cursor: https://cursor.com/• The rise of Cursor: The $300M ARR AI tool that engineers can’t stop using | Michael Truell (co-founder and CEO): https://www.lennysnewsletter.com/p/the-rise-of-cursor-michael-truell• Claude Code: https://www.anthropic.com/claude-code• GitHub Copilot: https://github.com/features/copilot• Noam Lovinsky on LinkedIn: https://www.linkedin.com/in/noaml/• The happiness and pain of product management | Noam Lovinsky (Grammarly, Facebook, YouTube, Thumbtack): https://www.lennysnewsletter.com/p/the-happiness-and-pain-of-product• Kyla Siedband on LinkedIn: https://www.linkedin.com/in/kylasiedband/• The Duolingo handbook: https://blog.duolingo.com/handbook/• Lenny’s post on X about the Duolingo handbook: https://x.com/lennysan/status/1889008405584683091• The rituals of great teams | Shishir Mehrotra of Coda, YouTube, Microsoft: https://www.lennysnewsletter.com/p/the-rituals-of-great-teams-shishir• Duolingo on TikTok: https://www.tiktok.com/@duolingo• Kasparov vs. Deep Blue | The Match That Changed History: https://www.chess.com/article/view/deep-blue-kasparov-chess• Magnus Carlsen: https://en.wikipedia.org/wiki/Magnus_Carlsen• Elo rating system: https://www.chess.com/terms/elo-rating-chess• Stockfish: https://en.wikipedia.org/wiki/Stockfish_(chess)• AlphaGo on Prime Video: https://www.primevideo.com/detail/AlphaGo/0KNQHKKDAOE8OCYKQS9WSSDYN0• Statsig: https://www.statsig.com/• The State of Product in 2026: Navigating Change, Challenge, and Opportunity: https://www.atlassian.com/blog/announcements/state-of-product-2026• Erik Allebest on LinkedIn: https://www.linkedin.com/in/erikallebest/• Daniel Rensch on X: https://x.com/danielrensch• Chariot: https://en.wikipedia.org/wiki/Chariot_(company)• San Francisco 49ers: https://www.49ers.com/• Breville Barista Express: https://www.breville.com/en-us/product/bes870—Recommended books:• Snuggle Puppy!: A Little Love Song: https://www.amazon.com/Snuggle-Puppy-Little-Boynton-Board/dp/1665924985• Ogilvy on Advertising: https://www.amazon.com/Ogilvy-Advertising-David/dp/039472903X• Dark Squares: How Chess Saved My Life: https://www.amazon.com/Dark-Squares-Chess-Saved-Life/dp/1541703286—Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email [email protected] may be an investor in the companies discussed. To hear more, visit www.lennysnewsletter.com
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