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Sahil Lavingia

CEO and founder of Gumroad, a platform that helps creators sell products directly to their audiences. He is at the forefront of using AI to transform product development and coding practices.

Top 10 podcasts with Sahil Lavingia

Ranked by the Snipd community
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1,132 snips
Jun 6, 2025 • 1h 7min

The Trump-Musk Fallout + A DOGE Coder Speaks + ChefGPT

Sahil Lavingia, C.E.O. of Gumroad and former Doge employee, shares insights from his unique tenure within the Trump administration. He discusses the incredible challenges and quirks of navigating federal bureaucracy. Pete Wells, acclaimed former New York Times restaurant critic, explores how chefs are turning to A.I. for culinary inspiration, reflecting on the blend of technology and traditional cooking. The conversation also dives into the escalating feud between Trump and Musk, revealing its implications for politics and business.
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472 snips
Apr 22, 2025 • 48min

Announcing a brand-new podcast: “How I AI” with Claire Vo 🔥

Sahil Lavingia, CEO and founder of Gumroad, joins Claire Vo to explore the transformative impact of AI on product development. They discuss how AI tools can reduce technical debt and enhance workflows, specifically through rapid prototyping and team collaboration. Sahil shares his insights on navigating product scope while prioritizing user experience, along with strategies for engaging creatively with AI. This conversation is packed with actionable tips that can help you level up in the fast-evolving tech landscape.
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364 snips
Apr 22, 2025 • 45min

Gumroad CEO's playbook to 40x his team's productivity with v0, Cursor, and Devin | Sahil Lavingia

Sahil Lavingia, the CEO of Gumroad, is pioneering how AI can supercharge productivity by allowing AI agents to handle 41% of code commits, aiming for 80%. He reveals his AI workflow that slashes project timelines from two weeks to mere two hours. Sahil discusses creating a culture of innovation with significant rewards for engineers and how AI is shifting engineering roles towards tech-debt management. The conversation highlights the importance of user-centric design and how these advancements are reshaping product development across organizations.
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76 snips
Dec 14, 2021 • 1h 1min

How to Productize Yourself as a Writer

Sahil Lavingia knows a thing or two about writing, building, and productizing yourself.He's the CEO of Gumroad, a company that helps creators earn a living doing things they love. He's also the author of The Minimalist Entrepreneur, a playbook for starting, building, and growing a sustainable, profitable business that you actually enjoy running.And in this conversation, Ship 30 for 30 Captains Dickie Bush and Nicolas Cole will sit down to discuss:Using writing to validate product demandWhat the best writers and entrepreneurs have in commonHow to use specificity to build something valuableHow you can apply a 30-day challenge model to writing and entrepreneurship to accelerate your feedback loops
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57 snips
Dec 8, 2020 • 1h 13min

#98 Sahil Lavingia: Observing the Present

Sahil Lavingia, founder and CEO of Gumroad and a former Pinterest employee, shares insights from his journey in building a billion-dollar marketplace for creators. He discusses the importance of personal responsibility and the cultural influences that shape entrepreneurial mindsets. Lavingia dives into the challenges of navigating investor relationships and emphasizes the value of efficient professional communication. He also reveals his writing process, advocating for deep observation and self-reflection as keys to impactful content creation.
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36 snips
Nov 15, 2023 • 47min

Buying a Building with ChatGPT - Ep. 1 with Sahil Lavingia

Sahil Lavingia, co-founder and CEO of Gumroad, shares his innovative use of ChatGPT for real estate research. He discusses leveraging AI to streamline the buying process of a New York City building to enhance Gumroad’s community space. Lavingia reveals how ChatGPT refines his research techniques, improves decision-making, and supports creativity in writing. He emphasizes the balance between AI insights and human expertise in navigating real estate challenges, showcasing practical strategies for integrating AI into business operations.
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16 snips
Jan 12, 2023 • 50min

Sahil Lavingia Gets Radically Honest

Sahil Lavingia, founder of Gumroad, dives deep into candid conversations about personal honesty and ambitions for 2023. He shares insights on the transformative impact of AI on job roles and the importance of foundational skills like coding. Sahil encourages non-technical people to embark on a coding journey, emphasizing intrinsic motivation. He also discusses the significance of maintaining a healthy information diet to foster genuine aspirations while resisting societal pressures, all while highlighting how to overcome inertia in pursuing your dreams.
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13 snips
Feb 10, 2025 • 1h 17min

Redefining Work: A Conversation with Sahil Lavingia

Sahil Lavingia, founder and CEO of Gumroad and Antiwork, shares his journey from employee at Pinterest to leading two innovative companies. He discusses the transformative impact of AI on work dynamics and how it's reshaping traditional employment models into project-based structures. Lavingia emphasizes finding balance between ambition and personal life amidst rapid changes in the tech landscape. The conversation also touches on AI's role in enhancing productivity and shifting venture capital focus toward unconventional fields.
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8 snips
Jun 6, 2025 • 55min

Startup to State: Sahil Lavingia on Gumroad, Profitability, and His Time at DOGE

Sahil Lavingia, the founder and CEO of Gumroad, shares his journey transitioning the platform from venture-backed growth to profitability. He reveals the story of how Kleiner Perkins sold their stake for just $1 and discusses how he automated contract reviews at the VA, identifying $1.6 billion in cuts. Lavingia also highlights the rise of AI coding tools and their impact on the hiring landscape, and he advocates for radical transparency as a competitive advantage in business.
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8 snips
Jan 5, 2023 • 60min

Sahil Lavingia: Founding Gumroad, The Minimalist Entrepreneur, and our AI LLM future — #27

Sahil Lavingia founded Gumroad at the age of 19 and built it into a leading digital commerce platform. He is the author of The Minimalist Entrepreneur and an investor in early-stage startups.Steve and Sahil discuss:0:00 Sahil's upbringing and start as an entrepreneur9:35 Tech founder at 19 and VC investment from Kleiner-Perkins24:15 Backstory of Gumroad30:30 Crowdfunding Gumroad37:09 Experiments with OpenAI LLM, ChatGPT, and the promise of AIReferences:Sahil's web pagehttps://sahillavingia.com/Ask My Book: interrogate Sahil's book via LLMhttps://askmybook.com/Music used with permission from Blade Runner Blues Livestream improvisation by State Azure.--Steve Hsu is Professor of Theoretical Physics and of Computational Mathematics, Science, and Engineering at Michigan State University. Previously, he was Senior Vice President for Research and Innovation at MSU and Director of the Institute of Theoretical Science at the University of Oregon. Hsu is a startup founder (Superfocus.ai, SafeWeb, Genomic Prediction, Othram) and advisor to venture capital and other investment firms. He was educated at Caltech and Berkeley, was a Harvard Junior Fellow, and has held faculty positions at Yale, the University of Oregon, and MSU.Please send any questions or suggestions to manifold1podcast@gmail.com or Steve on Twitter @hsu_steve.

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