Lenny's Podcast: Product | Career | Growth Sponsors
Lenny's Podcast: Product | Career | Growth has produced 364 episodes. 330 of those episodes have been sponsored by 111 companies. We last recorded an episode on Oct 4, 2026.
Latest Episodes
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OpenAI’s Head of ChatGPT: We’re entering a new era of AI (again) | Tibo Sottiaux
Oct 4, 2026Tibo Sottiaux leads ChatGPT and Codex at OpenAI. Under his stewardship, OpenAI has shipped some of its most consequential consumer launches: Codex, ChatGPT Work, and most recently, the new Dots personal agent platform. He joined me at DevDay, hours after his team launched more than 20 new products, to talk about where things are heading.We discuss:1. Dots, OpenAI’s new personal AI assistant2. Why most actions on the internet will soon be taken by agents3. Why loops, graphs, and fine-tuning...
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The grief, loneliness, and burnout sweeping through the tech industry right now | Molly Graham
Sep 27, 2026Molly Graham is back for round two, and this one is even more powerful. Molly has spent more than 20 years helping organizations and the humans inside them navigate growth and change. She’s held leadership roles at Google, Facebook, Quip, and the Chan Zuckerberg Initiative and is the host of TED’s WorkLife podcast (which she took over from Adam Grant). She also runs Glue Club, a leadership community for senior operators, and writes a popular newsletter called Lessons.In our in-depth...
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90 minutes of unfiltered product advice from Snap and Discord’s product chief | Peter Sellis
Sep 20, 2026Peter Sellis was the first product manager at Snapchat, where he spent seven years building one of the most beloved consumer products in history. He went on to serve as Head of Product at Discord, where he helped drive some of the fastest user growth the platform had seen. Having left his role at Discord, he gets to be especially real and unfiltered — nothing to promote, no PR, no comms team.In our in-depth conversation, we discuss:1. Why Peter designs teams like . . . terrorist...
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How we built Grok Bot in a month | Roman Ugarte (SpaceXAI)
Sep 8, 2026Roman Ugarte helped incubate and build Grok Bot, the popular new knowledge-work agent from SpaceXAI. A small, isolated team took it from first line of code to a working internal product in four weeks, and to a hugely successful public launch just three weeks later. Before Grok Bot, Roman led Growth at Cursor, where he helped scale the company from 15 people to over 1,000 before its acquisition by SpaceX.In our in-depth conversation, we discuss:1. The origin story of Grok Bot2. The key...
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Why companies are becoming a series of loops | Anish Acharya (a16z)
Sep 6, 2026Anish Acharya is a General Partner at Andreessen Horowitz (a16z), where he has focused on consumer investing. Anish is one of the most insightful, thought-provoking, and in-the-weeds product investors I’ve met, and this conversation will get your mind buzzing. Before joining a16z, Anish was a serial founder and operator: he founded SocialDeck, which he sold to Google, then led multiple efforts inside Google before founding Snowball, which he sold to Credit Karma. At Credit Karma he rose to VP...
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AI’s third era: the rise of persistent AI coworkers | Tara Seshan (OpenAI’s product lead)
Aug 30, 2026Tara Seshan leads product for Codex and ChatGPT Work at OpenAI (alongside previous podcast guest Andrew Ambrosino, who’s her engineering manager). Before OpenAI, Tara spent over six years at Stripe, where she joined as one of the first five product managers. She went on to lead product for Watershed, which Time magazine named one of the best inventions of 2022, and she is also a founder and Thiel Fellow. Most personally meaningful to me: Tara is one of the three inaugural Lenny’s Newsletter...
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How to close $100K+ enterprise deals, step by step | Jen Abel
Aug 23, 2026Jen Abel is the co-founder of JJellyfish and GM of enterprise sales at State Affairs. She is widely regarded as one of the sharpest practitioners in enterprise sales, and for that reason, this is her third visit to the podcast. In our first conversation we went deep on founder-led sales; in our second we mapped the $1M–$10M playbook. This time we do something I’ve never seen on another podcast: walk step by step through the full enterprise sales cycle. Most people think it’s five steps. Jen...
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OpenAI’s Head of Design: This is the best time in history to be a designer | Ian Silber
Aug 16, 2026Ian Silber is the head of product design at OpenAI, where he has led the design of ChatGPT, Codex, and all of OpenAI’s product experience for the past three years. Before OpenAI, he was at Artifact, the AI-powered news app built by the founders of Instagram. Prior to that, he spent eight years at Instagram, where he worked on products including Reels. Ian is one of the most consequential designers working in AI today, and he takes us inside how OpenAI designs ChatGPT, Codex, and the future of...
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The playbook for building high talent density teams | Adam Ward, Head of Talent at Cursor
Aug 9, 2026Adam Ward is the Head of Talent at Cursor, one of the fastest-growing developer tools in history. Before joining Cursor, he founded Growth by Design, an independent recruiting and talent strategy firm that helped build teams at the most ambitious AI and technology companies in the world. Adam has spent more than 20 years building elite, high-talent-density teams across the industry and is widely regarded as one of the most effective and creative recruiters in tech.In our in-depth...
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This CPO regrets that product management exists | Tom Verrilli (CPO of Whatnot)
Aug 2, 2026Tom Verrilli is the chief product officer at Whatnot, a live shopping platform that’s become the fastest-growing U.S. marketplace business in history, with over $8 billion in GMV. Before joining Whatnot, Tom was CPO at Twitch and director of product growth at Twitter (during one of the most turbulent periods in the company’s history).In our in-depth conversation, we discuss:1. Why Whatnot’s product team was founded on the premise “we regret that product management exists”2. How AI is...
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