AI Powered Insights from Lenny's Podcast
Search across episodes, guests, and topics to surface the most valuable lessons in seconds
Latest episodes
View all
The high-growth handbook: Molly Grahamâs frameworks for leading through chaos, change, and scale
Molly Graham has worked for some of techâs most effective leaders, including Mark Zuckerberg, Sheryl Sandberg, Chamath Palihapitiya, and Bret Taylor. Today she leads Glue Club, a community for leaders navigating rapid scale, growth, and change. Sheâs best known for her âGive away your Legosâ framework and her collection of practical mental models for leading through hypergrowth.
*We discuss:*
1. âGive away your Legosâ: a framework for scaling yourself as a leader
2. âJ-curves vs. stairsâ: the two paths of career growth, and why you should pick the scarier path
3. âThe waterline modelâ for diagnosing team problems (and why you should âsnorkel before you scubaâ)
4. Six rules for creating effective goals (and aligning everyone around them)
5. Rules of thumb for leading through rapid scale and change
6. Her biggest leadership lessons from Mark Zuckerberg, Sergey Brin, Larry Page, Sheryl Sandberg, and Bret Taylor
*Brought to you by:*
DXâThe developer intelligence platform designed by leading researchers: https://getdx.com/lenny
BrexâThe banking solution for startups: https://www.brex.com/product/business-account?ref_code=bmk_dp_brand1H25_ln_new_fs
GoFundMe Giving FundsâMake helping a habit: http://gofundme.com/lenny
*Transcript:* https://www.lennysnewsletter.com/p/the-high-growth-handbook-molly-graham
*My biggest takeaways (for paid newsletter subscribers):* https://www.lennysnewsletter.com/i/182877855/my-biggest-takeaways-from-this-conversation
*Where to find Molly Graham:*
⢠X: https://x.com/molly_g
⢠LinkedIn: https://www.linkedin.com/in/mograham
⢠Substack: https://mollyg.substack.com
⢠Website: https://glueclub.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 Molly Graham
(04:28) Mollyâs background at Google, Facebook, Quip, and CZI
(11:29) The âGive away your Legosâ framework
(16:44) Managing your inner monster
(19:49) When not to give away your Legos
(21:28) Embracing a long career
(23:25) The J-curve vs. stairs approach to career growth
(32:00) The gift of knowing yourself
(34:28) Learning to be a professional idiot
(38:30) The waterline model: snorkel before you scuba
(47:16) Six rules for creating strong alignment around goals
(57:15) Rules of thumb for leading through rapid scale
(01:07:49) Investing in high performers vs. low performers
(01:10:54) Lessons from Zuckerberg, Sandberg, and Bret Taylor
(1:21:15) Pivoting from ambition to purpose
(1:26:32) Finding stability in instability
(01:29:44) Final thoughts
*Referenced:*
⢠Making an impact through authenticity and curiosity | Ami Vora (CPO at Faire, ex-WhatsApp, FB, IG): https://www.lennysnewsletter.com/p/authenticity-and-curiosity-ami-vora
⢠Sheryl Sandberg on LinkedIn: https://www.linkedin.com/in/sheryl-sandberg-5126652
⢠Elliot Schrage on LinkedIn: https://www.linkedin.com/in/elliotschrage
⢠Quip: https://quip.com
⢠He saved OpenAI, invented the âLikeâ 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
⢠Chan Zuckerberg Initiative: https://chanzuckerberg.com
⢠10 contrarian leadership truths every leader needs to hear | Matt MacInnis (Rippling): https://www.lennysnewsletter.com/p/10-contrarian-leadership-truths
⢠âGive Away Your Legosâ and Other Commandments for Scaling Startups: https://review.firstround.com/give-away-your-legos-and-other-commandments-for-scaling-startups
⢠The Muppets: https://muppets.disney.com
⢠Sara Caldwell on LinkedIn: https://www.linkedin.com/in/saramcaldwell
⢠J-Curves vs. Stairs: Two Approaches to Career Growth: https://mollyg.substack.com/p/j-curve
⢠Forget the corporate ladderâwinners take risks: https://www.ted.com/talks/molly_graham_forget_the_corporate_ladder_winners_take_risks
⢠Chamath Palihapitiya on LinkedIn: https://www.linkedin.com/in/chamath
⢠Lori Goler on LinkedIn: https://www.linkedin.com/in/lori-goler-6b96921
⢠Joseph Campbellâs quote: https://www.goodreads.com/quotes/192665-the-cave-you-fear-to-enter-holds-the-treasure-you
⢠Zevi Arnovitz on LinkedIn: https://www.linkedin.com/in/zev-arnovitz
⢠Peopling 101: The Waterline Model: https://christinehaskell.com/blog/peopling-101-the-waterline-model
⢠Introduction to NVC: https://www.cnvc.org/learn/what-is-nvc
⢠I hate OKRs... and other thoughts about goal setting: https://mollyg.substack.com/p/i-hate-okrs-and-other-thoughts-about
...References continued at: https://www.lennysnewsletter.com/p/the-high-growth-handbook-molly-graham
_Production and marketing by https://penname.co/._
_For inquiries about sponsoring the podcast, email podcast@lennyrachitsky.com._
Lenny may be an investor in the companies discussed.
01:31:57

We replaced our sales team with 20 AI agentsâhereâs what happened next | Jason Lemkin (SaaStr)
Jason Lemkin is the founder of SaaStr, the worldâs largest community for software founders, and a veteran SaaS investor who has deployed over $200 million into B2B startups. After his last salesperson quit, Jason made a radical decision: replace his entire go-to-market team with AI agents. What started as an experiment has transformed into a new operating model, where 20 AI agents managed by just 1.2 humans now do the work previously handled by a team of 10 SDRs and AEs. In this conversation, Jason shares his hands-on experience implementing AI to run his sales org, including what works, what doesnât, and how the GTM landscape is quickly being transformed.
*We discuss:*
1. How AI is fundamentally changing the sales function
2. Why most SDRs and BDRs will be âextinctâ within a year
3. What Jason is observing across his portfolio about AI adoption in GTM
4. How to become âhyper-employableâ in the age of AI
5. The specific AI tools and tactics heâs using that have been working best
6. Practical frameworks for integrating AI into your sales motion without losing what works
7. Jasonâs 2026 predictions on where SaaS and GTM are heading next
*Brought to you by:*
DXâThe developer intelligence platform designed by leading researchers: https://getdx.com/lenny
VercelâYour collaborative AI assistant to design, iterate, and scale full-stack applications for the web: https://vercel.com/lennyspodcast
DatadogâNow home to Eppo, the leading experimentation and feature flagging platform: https://www.datadoghq.com/lenny
*Transcript:* https://www.lennysnewsletter.com/p/we-replaced-our-sales-team-with-20-ai-agents
*My biggest takeaways (for paid newsletter subscribers):* https://www.lennysnewsletter.com/i/182902716/my-biggest-takeaways-from-this-conversation
*Where to find Jason Lemkin:*
⢠X: https://x.com/jasonlk
⢠LinkedIn: https://www.linkedin.com/in/jasonmlemkin
⢠Website: https://www.saastr.com
⢠Substack: https://substack.com/@cloud
*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 Lemkin
(04:36) What SaaStr does
(07:13) AIâs impact on sales teams
(10:11) How SaaStr's AI agents work and their performance
(14:18) How go-to-market is changing in the AI era
(19:19) The future of SDRs, BDRs, and AEs in sales
(22:03) Why leadership roles are safe
(23:43) How to be in the 20% who thrive in the AI sales future
(28:40) Why you shouldn't build your own AI tools
(30:10) Specific AI agents and their applications
(36:40) Challenges and learnings in AI deployment
(42:11) Making AI-generated emails good (not just acceptable)
(47:31) When humans still beat AI in sales
(52:39) An overview of SaaStr's org
(53:50) The role of human oversight in AI operations
(58:37) Advice for salespeople and founders in the AI era
(01:05:40) Forward-deployed engineers
(01:08:08) What's changing and what's staying the same in sales
(01:16:21) Why AI is creating more work, not less
(01:19:32) Why Jason says these are magical times
(01:25:25) The "incognito mode test" for finding AI opportunities
(01:27:19) The impact of AI on jobs
(01:30:18) Lightning round and final thoughts
*Referenced:*
⢠Building a world-class sales org | Jason Lemkin (SaaStr): https://www.lennysnewsletter.com/p/building-a-world-class-sales-org
⢠SaaStr Annual: https://www.saastrannual.com
⢠Delphi: https://www.delphi.ai/saastr/talk
⢠Amelia Lerutte on LinkedIn: https://www.linkedin.com/in/amelialerutte/
⢠Vercel: https://vercel.com
⢠What world-class GTM looks like in 2026 | Jeanne DeWitt Grosser (Vercel, Stripe, Google): https://www.lennysnewsletter.com/p/what-the-best-gtm-teams-do-differently
⢠Everyoneâs an engineer now: Inside v0âs mission to create a hundred million builders | Guillermo Rauch (founder and CEO of Vercel, creators of v0 and Next.js): https://www.lennysnewsletter.com/p/everyones-an-engineer-now-guillermo-rauch
⢠Replit: https://replit.com
⢠Behind the product: Replit | Amjad Masad (co-founder and CEO): https://www.lennysnewsletter.com/p/behind-the-product-replit-amjad-masad
⢠ElevenLabs: https://elevenlabs.io
⢠The exact AI playbook (using MCPs, custom GPTs, Granola) that saved ElevenLabs $100k+ and helps them ship daily | Luke Harries (Head of Growth): https://www.lennysnewsletter.com/p/the-ai-marketing-stack
...References continued at: https://www.lennysnewsletter.com/p/we-replaced-our-sales-team-with-20-ai-agents
_Production and marketing by https://penname.co/._
_For inquiries about sponsoring the podcast, email podcast@lennyrachitsky.com._
Lenny may be an investor in the companies discussed.
01:42:11

âI deliberately understaff every projectâ | Leadership lessons from Ripplingâs $16B journey
Matt MacInnis is the chief product officer and former longtime COO at Rippling, a unified workforce management platform valued at over $16 billion.
*We discuss:*
1. Why âextraordinary results demand extraordinary effortsâ
2. Why you should deliberately understaff projects, and how to know when youâve gone too far
3. Mattâs transition from COO to CPO and what surprised him about leading product
4. The âhigh alpha, low betaâ framework for evaluating people, processes, and products
5. When founders should quit their startups (hint: much earlier than VCs want you to)
6. How to fight entropy in your organization through relentless energy and intensity
*Brought to you by:*
Google GeminiâYour everyday AI assistant: https://ai.dev/
DatadogâNow home to Eppo, the leading experimentation and feature flagging platform: https://www.datadoghq.com/lenny
GoFundMe Giving FundsâMake year-end giving easy: http://gofundme.com/lenny
*Transcript:* https://www.lennysnewsletter.com/p/10-contrarian-leadership-truths
*My biggest takeaways (for paid newsletter subscribers):* https://www.lennysnewsletter.com/i/181916584/my-biggest-takeaways-from-this-conversation
*Where to find Matt MacInnis:*
⢠X: https://x.com/stanine
⢠LinkedIn: https://www.linkedin.com/in/macinnis
⢠Email: macinnis@rippling.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 Matt MacInnis and Rippling
(04:38) The importance of extraordinary efforts
(08:37) The challenges and rewards of relentless effort
(10:11) Your job as a leader is to preserve intensity
(12:39) You learn far more from success than failure
(16:34) Transitioning to chief product officer
(19:54) Fixing product management at Rippling
(25:27) The âhigh alpha, low betaâ framework
(28:55) The PQL framework
(35:16) Hiring frameworks and team dynamics
(36:52) A helpful interview tactic
(40:00) Leading as a COO vs. a CPO
(42:34) The reality of product-market fit
(46:38) The problem with venture capital
(49:29) When founders should quit their startups
(41:48) The immutable market
(54:13) Lessons from Notionâs success
(57:43) Investment strategies and narrative violations
(01:00:42) The power of compounding, power law, and entropy
(01:07:02) Maintaining intensity and fighting entropy
(01:11:33) The importance of feedback and escalations
(01:14:31) Ripplingâs vision and success
(01:17:48) AIâs impact on SaaS and business software
(01:23:42) AI corner
(01:26:23) Final thoughts and lightning round
*Referenced:*
⢠Rippling: https://www.rippling.com
⢠Sunil Raman on LinkedIn: https://www.linkedin.com/in/sunilraman
⢠Dan Gill on LinkedIn: https://www.linkedin.com/in/dangill
⢠Carvana: https://www.carvana.com
⢠Brian Cheskyâs new playbook: https://www.lennysnewsletter.com/p/brian-cheskys-contrarian-approach
⢠Parker Conrad on LinkedIn: https://www.linkedin.com/in/parkerconrad
⢠Inkling: https://www.inkling.com
⢠Akshay Kothari on LinkedIn: https://www.linkedin.com/in/akothari
⢠Notion: https://www.notion.com
⢠Conwayâs law: https://en.wikipedia.org/wiki/Conway%27s_law
⢠Seeking Alpha: https://seekingalpha.com
⢠Dennis Rodmanâs website: https://dennisrodman.com
⢠Dancing pickle emoji: https://slackmojis.com/emojis/456-dancing_pickle
⢠Pickle Rick: https://en.wikipedia.org/wiki/Pickle_Rick
⢠SPOTAK: The Six Traits I Look for When Iâm Hiring: https://finance.yahoo.com/news/spotak-six-traits-look-m-181335267.html
⢠Geoff Lewis on LinkedIn: https://www.linkedin.com/in/geofflewis1
⢠Zenefits: https://en.wikipedia.org/wiki/TriNet_Zenefits
⢠New banking records prove Deel paid thief who stole trade secrets from Rippling: https://www.rippling.com/blog/new-banking-records-prove-deel-paid-thief-who-stole-trade-secrets-from-rippling
⢠Workday: https://www.workday.com
⢠Matic robots: https://maticrobots.com
⢠Wall-E: https://www.imdb.com/title/tt0910970
⢠Conviction: https://www.conviction.com
⢠Mike Vernal on X: https://x.com/mvernal
⢠Sarah Guo on X: https://x.com/saranormous
⢠No Priors: https://linktr.ee/nopriors
⢠Gemini: https://gemini.google.com
⢠ChatGPT: https://chatgpt.com
⢠Claude: https://claude.ai
⢠Bryan Schreier on LinkedIn: https://www.linkedin.com/in/bryanschreier
⢠Heated Rivalry on HBO Max: https://www.hbomax.com/shows/heated-rivalry/50cd4e99-04ee-427b-a3b4-da721ed05d9c
⢠Fellow coffee maker: https://fellowproducts.com/products/aiden-precision-coffee-maker
...References continued at: https://www.lennysnewsletter.com/p/10-contrarian-leadership-truths
_Production and marketing by https://penname.co/._
_For inquiries about sponsoring the podcast, email podcast@lennyrachitsky.com._
Lenny may be an investor in the companies discussed.
01:36:17

Why securing AI is harder than anyone expected and guardrails are failing | HackAPrompt CEO
Sander Schulhoff is an AI researcher specializing in AI security, prompt injection, and red teaming. He wrote the first comprehensive guide on prompt engineering and ran the first-ever prompt injection competition, working with top AI labs and companies. His dataset is now used by Fortune 500 companies to benchmark their AI systems security, heâs spent more time than anyone alive studying how attackers break AI systems, and what heâs found isnât reassuring: the guardrails companies are buying donât actually work, and weâve been lucky we havenât seen more harm so far, only because AI agents arenât capable enough yet to do real damage.
*We discuss:*
1. The difference between jailbreaking and prompt injection attacks on AI systems
2. Why AI guardrails donât work
3. Why we havenât seen major AI security incidents yet (but soon will)
4. Why AI browser agents are vulnerable to hidden attacks embedded in webpages
5. The practical steps organizations should take instead of buying ineffective security tools
6. Why solving this requires merging classical cybersecurity expertise with AI knowledge
*Brought to you by:*
DatadogâNow home to Eppo, the leading experimentation and feature flagging platform: https://www.datadoghq.com/lenny
MetronomeâMonetization infrastructure for modern software companies: https://metronome.com/
GoFundMe Giving FundsâMake year-end giving easy: http://gofundme.com/lenny
*Transcript:* https://www.lennysnewsletter.com/p/the-coming-ai-security-crisis
*My biggest takeaways (for paid newsletter subscribers):* https://www.lennysnewsletter.com/i/181089452/my-biggest-takeaways-from-this-conversation
*Where to find Sander Schulhoff:*
⢠X: https://x.com/sanderschulhoff
⢠LinkedIn: https://www.linkedin.com/in/sander-schulhoff
⢠Website: https://sanderschulhoff.com
⢠AI Red Teaming and AI Security Masterclass on Maven: https://bit.ly/44lLSbC
*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 Sander Schulhoff and AI security
(05:14) Understanding AI vulnerabilities
(11:42) Real-world examples of AI security breaches
(17:55) The impact of intelligent agents
(19:44) The rise of AI security solutions
(21:09) Red teaming and guardrails
(23:44) Adversarial robustness
(27:52) Why guardrails fail
(38:22) The lack of resources addressing this problem
(44:44) Practical advice for addressing AI security
(55:49) Why you shouldnât spend your time on guardrails
(59:06) Prompt injection and agentic systems
(01:09:15) Education and awareness in AI security
(01:11:47) Challenges and future directions in AI security
(01:17:52) Companies that are doing this well
(01:21:57) Final thoughts and recommendations
*Referenced:*
⢠AI prompt engineering in 2025: What works and what doesnât | Sander Schulhoff (Learn Prompting, HackAPrompt): https://www.lennysnewsletter.com/p/ai-prompt-engineering-in-2025-sander-schulhoff
⢠The AI Security Industry is Bullshit: https://sanderschulhoff.substack.com/p/the-ai-security-industry-is-bullshit
⢠The Prompt Report: Insights from the Most Comprehensive Study of Prompting Ever Done: https://learnprompting.org/blog/the_prompt_report?srsltid=AfmBOoo7CRNNCtavzhyLbCMxc0LDmkSUakJ4P8XBaITbE6GXL1i2SvA0
⢠OpenAI: https://openai.com
⢠Scale: https://scale.com
⢠Hugging Face: https://huggingface.co
⢠Ignore This Title and HackAPrompt: Exposing Systemic Vulnerabilities of LLMs through a Global Scale Prompt Hacking Competition: https://www.semanticscholar.org/paper/Ignore-This-Title-and-HackAPrompt%3A-Exposing-of-LLMs-Schulhoff-Pinto/f3de6ea08e2464190673c0ec8f78e5ec1cd08642
⢠Simon Willisonâs Weblog: https://simonwillison.net
⢠ServiceNow: https://www.servicenow.com
⢠ServiceNow AI Agents Can Be Tricked Into Acting Against Each Other via Second-Order Prompts: https://thehackernews.com/2025/11/servicenow-ai-agents-can-be-tricked.html
⢠Alex Komoroske on X: https://x.com/komorama
⢠Twitter pranksters derail GPT-3 bot with newly discovered âprompt injectionâ hack: https://arstechnica.com/information-technology/2022/09/twitter-pranksters-derail-gpt-3-bot-with-newly-discovered-prompt-injection-hack
⢠MathGPT: https://math-gpt.org
⢠2025 Las Vegas Cybertruck explosion: https://en.wikipedia.org/wiki/2025_Las_Vegas_Cybertruck_explosion
⢠Disrupting the first reported AI-orchestrated cyber espionage campaign: https://www.anthropic.com/news/disrupting-AI-espionage
...References continued at: https://www.lennysnewsletter.com/p/the-coming-ai-security-crisis
_Production and marketing by https://penname.co/._
_For inquiries about sponsoring the podcast, email podcast@lennyrachitsky.com._
Lenny may be an investor in the companies discussed.
01:32:41

The new AI growth playbook for 2026 | How Lovable hit $200M ARR in one year
Elena Verna is the head of growth at Lovable, the leading AI-powered app builder that hit $200 million in annual recurring revenue in under a year with just 100 employees. In this record fourth appearance on the podcast, Elena shares how the traditional growth playbook has been completely rewritten for AI companies. She explains why Lovable focuses on innovation over optimization, how theyâve shifted from activation to building new features, and why giving away their product for free has become their most powerful growth strategy.
*We discuss:*
1. Why 60% to 70% of traditional growth tactics no longer apply in AI
2. Why you have to re-find product-market fit every 3 months
3. The specific growth tactics driving Lovableâs unprecedented growth
4. Why giving away product is a growth strategy that beats paid ads
5. âMinimum lovable productâ as the new standard (not minimum viable product)
6. Why activation now belongs to product teams, not growth teams
7. Whether you should join an AI startup (honest tradeoffs)
*Brought to you by:*
WorkOSâModern identity platform for B2B SaaS, free up to 1 million MAUs: https://workos.com/lenny
VercelâYour collaborative AI assistant to design, iterate, and scale full-stack applications for the web: https://vercel.com/lennyspodcast
PersonaâA global leader in digital identity verification: https://withpersona.com/lenny
*Transcript:* https://www.lennysnewsletter.com/p/the-new-ai-growth-playbook-for-2026-elena-verna
*My biggest takeaways (for paid newsletter subscribers):* https://www.lennysnewsletter.com/i/181207556/my-biggest-takeaways-from-this-conversation
*Where to find Elena Verna:*
⢠X: https://x.com/elenaverna
⢠LinkedIn: https://www.linkedin.com/in/elenaverna
⢠Newsletter: https://www.elenaverna.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 Elena Verna
(05:19) The scale and growth of Lovable
(08:55) Confidence in Lovable as a business
(12:17) Retention at Lovable
(15:02) Lovableâs unique growth levers
(28:13) The role of marketing in Lovableâs success
(38:09) Launching new features
(40:59) Hiring and team dynamics
(43:17) The value of vibe coding
(49:46) The importance of community
(51:47) Giving away your product for free
(56:26) Tripling their company size
(01:00:23) Product-market-fit challenges
(01:08:50) Advice for joining AI companies
(01:12:00) Work-life balance
(01:15:20) What itâs like to work at Lovable
(01:19:45) Women in tech
(01:25:29) Final thoughts and lightning round
*Referenced:*
⢠Elena Verna on how B2B growth is changing, product-led growth, product-led sales, why you should go freemium not trial, what features to make free, and much more: https://www.lennysnewsletter.com/p/elena-verna-on-why-every-company
⢠The ultimate guide to product-led sales | Elena Verna: https://www.lennysnewsletter.com/p/the-ultimate-guide-to-product-led
⢠10 growth tactics that never work | Elena Verna (Amplitude, Miro, Dropbox, SurveyMonkey): https://www.lennysnewsletter.com/p/10-growth-tactics-that-never-work-elena-verna
⢠Lovable: https://lovable.dev
⢠Building Lovable: $10M ARR in 60 days with 15 people | Anton Osika (co-founder and CEO): https://www.lennysnewsletter.com/p/building-lovable-anton-osika
⢠Stripe: https://stripe.com
⢠What differentiates the highest-performing product teams | John Cutler (Amplitude, The Beautiful Mess): https://www.lennysnewsletter.com/p/what-differentiates-the-highest-performing
⢠How to win in the AI era: Ship a feature every week, embrace technical debt, ruthlessly cut scope, and create magic your competitors canât copy | Gaurav Misra (CEO and co-founder of Captions): https://www.lennysnewsletter.com/p/how-to-win-in-the-ai-era-gaurav-misra
⢠âDumbest idea Iâve heardâ to $100M ARR: Inside the rise of Gamma | Grant Lee (CEO): https://www.lennysnewsletter.com/p/how-50-people-built-a-profitable-ai-unicorn
⢠Eric Ries on LinkedIn: https://www.linkedin.com/in/eries
⢠Elenaâs post on LinkedIn about Lovable Missions: https://www.linkedin.com/posts/elenaverna_everythingispossible-lovableway-activity-7401627519646474242-hn6e
⢠SheBuilds: https://shebuilds.lovable.app
⢠Shopify + Lovable: https://lovable.dev/shopify
⢠The Product-Market Fit Treadmill: Why every AI company is sprinting just to stay in place: https://www.elenaverna.com/p/the-product-market-fit-treadmill
...References continued at: https://www.lennysnewsletter.com/p/the-new-ai-growth-playbook-for-2026-elena-verna
Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email podcast@lennyrachitsky.com.
Lenny may be an investor in the companies discussed.
01:31:56

Why humans are AI's biggest bottleneck (and what's coming in 2026) | Alexander Embiricos (OpenAI)
Alexander Embiricos leads product on Codex, OpenAIâs powerful coding agent, which has grown 20x since August and now serves trillions of tokens weekly. Before joining OpenAI, Alexander spent five years building a pair programming product for engineers. He now works at the frontier of AI-led software development, building what he describes as a software engineering teammateâan AI agent designed to participate across the entire development lifecycle.
*We discuss:*
1. Why Codex has grown 20x since launch and what product decisions unlocked this growth
2. How OpenAI built the Sora Android app in just 18 days using Codex
3. Why the real bottleneck to AGI-level productivity isnât model capabilityâitâs human typing speed
4. The vision of AI as a proactive teammate, not just a tool you prompt
5. The bottleneck shifting from building to reviewing AI-generated work
6. Why coding will be a core competency for every AI agentâbecause writing code is how agents use computers best
*Brought to you by:*
WorkOSâModern identity platform for B2B SaaS, free up to 1 million MAUs: https://workos.com/lenny
FinâThe #1 AI agent for customer service: https://fin.ai/lenny
Jira Product DiscoveryâConfidence to build the right thing: https://atlassian.com/lenny
*Transcript:* https://www.lennysnewsletter.com/p/why-humans-are-ais-biggest-bottleneck
*My biggest takeaways (for paid newsletter subscribers):* https://www.lennysnewsletter.com/i/180365355/my-biggest-takeaways-from-this-conversation
*Where to find Alexander Embiricos:*
⢠X: https://x.com/embirico
⢠LinkedIn: https://www.linkedin.com/in/embirico
*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 Alexander Embiricos
(05:13) The speed and ambition at OpenAI
(11:34) Codex: OpenAIâs coding agent
(15:43) Codexâs explosive growth
(24:59) The future of AI and coding agents
(33:11) The impact of AI on engineering
(44:08) How Codex has impacted the way PMs operate
(45:40) Throwaway code and ubiquitous coding
(47:10) Shipping the Sora Android app
(49:01) Building the Atlas browser
(53:34) Codexâs impact on productivity
(55:35) Measuring progress on Codex
(58:09) Why they are building a web browser
(01:01:58) Non-engineering use cases for Codex
(01:02:53) Codexâs capabilities
(01:04:49) Tips for getting started with Codex
(01:05:37) Skills to lean into in the AI age
(01:10:36) How far are we from a human version of AI?
(01:13:31) Hiring and team growth at Codex
(01:15:47) Lightning round and final thoughts
*Referenced:*
⢠OpenAI: https://openai.com
⢠Codex: https://openai.com/codex
⢠Inside ChatGPT: The fastest-growing product in history | Nick Turley (Head of ChatGPT at OpenAI): https://www.lennysnewsletter.com/p/inside-chatgpt-nick-turley
⢠Dropbox: http://dropbox.com
⢠Datadog: https://www.datadoghq.com
⢠Andrej Karpathy on X: https://x.com/karpathy
⢠The rise of Cursor: The $300M ARR AI tool that engineers canât stop using | Michael Truell (co-founder and CEO): https://www.lennysnewsletter.com/p/the-rise-of-cursor-michael-truell
⢠Atlas: https://openai.com/index/introducing-chatgpt-atlas
⢠How Block is becoming the most AI-native enterprise in the world | Dhanji R. Prasanna: https://www.lennysnewsletter.com/p/how-block-is-becoming-the-most-ai-native
⢠Goose: https://block.xyz/inside/block-open-source-introduces-codename-goose
⢠Lessons on building product sense, navigating AI, optimizing the first mile, and making it through the messy middle | Scott Belsky (Adobe, Behance): https://www.lennysnewsletter.com/p/lessons-on-building-product-sense
⢠Sora Android app: https://play.google.com/store/apps/details?id=com.openai.sora&hl=en_US&pli=1
⢠The OpenAI PodcastâChatGPT Atlas and the next era of web browsing: https://www.youtube.com/watch?v=WdbgNC80PMw&list=PLOXw6I10VTv9GAOCZjUAAkSVyW2cDXs4u&index=2
⢠How to measure AI developer productivity in 2025 | Nicole Forsgren: https://www.lennysnewsletter.com/p/how-to-measure-ai-developer-productivity
⢠Compiling: https://3d.xkcd.com/303
⢠Jujutsu Kaisen on Netflix: https://www.netflix.com/title/81278456
⢠Tesla: https://www.tesla.com
⢠Radical Candor: From theory to practice with author Kim Scott: https://www.lennysnewsletter.com/p/radical-candor-from-theory-to-practice
⢠Andreas Embirikos: https://en.wikipedia.org/wiki/Andreas_Embirikos
⢠George Embiricos: https://en.wikipedia.org/wiki/George_Embiricos: https://en.wikipedia.org/wiki/George_Embiricos
...Resources continued at: https://www.lennysnewsletter.com/p/why-humans-are-ais-biggest-bottleneck
_Production and marketing by https://penname.co/._
_For inquiries about sponsoring the podcast, email podcast@lennyrachitsky.com._
Lenny may be an investor in the companies discussed.
01:25:13
Featured Insights
Handpicked insights from Lenny's most impactful conversations
ChatGPT Started as Temporary Hackathon Project
Hackathon volunteers shipped an open-ended ChatGPT before the holidays, expecting to wind it down, but strong retention pushed them into full product mode.
by Nick Turley
Google Local Failure Led to Google Maps Success
Google Local copied yellow pages and flopped despite homepage traffic, leading Brett to pivot to Google Maps which drew 10 million first-day users and reshaped mapping.
by Brett Taylor
AI Rewards Generalists Over Specialists
Dan argues that AI will let small teams stay small and reward versatile generalists over narrow specialists.
by Dan Shipper