Mastering the Art of the Exit: Madeleine D'Angelo's YC Journey to a Masterworks Acquisition

Have you ever wondered how art and AI could possibly intersect? Today's guest, Madeleine D'Angelo, co-founder of Arthena, is here to tell us how she revolutionized the art market with data and machine learning, leading to a successful acquisition by Masterworks. In this episode of The Lobster Talks Podcast, we dive into the inspiring founder journey of Madeleine D'Angelo. Starting with a background in art history, Madeleine shares how she found her way into the tech world and built Arthena, a company that brought quantitative reasoning and pricing to the art market. We'll hear about her experience at Y Combinator, the challenges she faced along the way, and ultimately, the decision to sell Arthena to Masterworks. Madeleine also gives us a glimpse into her new venture, The Barker Price, where she's applying AI to the insurance industry. This episode is a must-listen for anyone interested in the intersection of art, technology, and entrepreneurship. EPISODE IN A GLANCE 00:00 Introduction to Madelaine D'Angelo and Arthena 02:08 The Founding Story: Bringing Math and AI to the Art Market 04:55 YC's Impact on Arthena's Growth 09:22 Madeleine's New Venture: AI Pricing for Insurance 15:25 The Exit: Arthena's Acquisition by Masterworks 24:05 What Excites Madelaine About Her New Venture 26:34 Book/Quote That Impacted Madelaine's Life ABOUT MADELAINE D'ANGELO Madeleine D'Angelo is a serial entrepreneur with a passion for blending art and technology. Co-founder of Arthena, she revolutionized the art market by introducing quantitative analysis and machine learning to art valuation. After a successful exit to Masterworks, Madeleine embarked on a new venture, The Barker Price, applying AI to the insurance industry. Driven by a love for problem-solving and a fascination with data, Madeleine is a force to be reckoned with in the tech world. CONNECT WITH MADELAINE D'ANGELO Email → [email protected] LinkedIn → https://www.linkedin.com/in/madelaine-d-angelo-b3508816/ LinkedIn → https://www.linkedin.com/company/thebarkerprice/ LinkedIn → https://www.linkedin.com/company/arthena/ GRAB THE BOOK MADELAINE RECOMMENDS → Shackleton's Way: Leadership Lessons from the Great Antarctic Explorer https://a.co/d/3XYcKJi ABOUT GABRIEL JARROSSON Gabriel Jarrosson is a seasoned investor and entrepreneur with over a decade of experience in the startup space and the General Partner of Lobster Capital. He has invested over $25M in Y Combinator startups. Having sold three of his own startups, he shares his expertise in his books "My Investor Secrets" and "Investing in Startups: x100 or Nothing." CONNECT WITH GABRIEL JARROSSON YouTube → https://www.youtube.com/@lobstercapital Website → https://www.lobstercap.com/ LinkedIn → https://www.linkedin.com/in/gabrieljarrosson/ Instagram → https://www.instagram.com/lobstercapital/ Tiktok → https://www.tiktok.com/@lobstercapital Stay ahead of the game with the latest startup insights.  Subscribe to our newsletter for startup updates and actionable insights → https://lobstercap.ck.page/c34c61a155