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

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.

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.

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.

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.

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.

Sahil Lavingia (@shl) and Justin Jackson (@mijustin) join Courtland (@csallen) and Channing (@ChanningAllen) for a special debate-style episode. It's four dudes talking about Elon Musk. What could go wrong?Follow Sahil on Twitter: https://twitter.com/shlCheck out Gumroad: https://gumroad.com/Follow Justin on Twitter: https://twitter.com/mijustinCheck out Transistor.fm: https://transistor.fm/

Today I'm talking to Sahil Lavignia (@shl) about what indie hackers can learn from his new book, The Minimalist Entrepreneur. Get a copy of Sahil's new book: on AmazonFollow Sahil on Twitter: https://twitter.com/shlCheck out Gumroad: https://gumroad.com/

Sahil Lavingia and Steve Schlafman discuss new VC fund structures, the rise of solo capitalists, and the impact of AngelList on venture capital. They explore disruptive structures, evolving trends in funding models, and the accessibility of venture capital for founders and LPs.

Check out Gumroad: https://gumroad.com FOLLOW Sahil: https://twitter.com/shl FOLLOW Jason: https://linktr.ee/calacanis