Raising a Trust Fund With Marc Andreessen & Paris Hilton | Sophia Amoruso

Sophia Amoruso is more than a founder, she’s a cultural icon. She built Nasty Gal from an eBay store into a $350M fashion powerhouse, bootstrapping to $28M in revenue, owning 80% at peak valuation, & crossing $100M in sales before VC funding led to bankruptcy. At the same time, she created GirlBoss—one of the first major movements for women in business & culture. It became a bestselling book, a Netflix series, & a global brand, cementing Sophia as a media and branding legend, with nearly 1M+ followers across platforms. But Sophia didn’t stop there. She started investing, getting into companies like Kindbody, Superhuman, Pipe, Liquid Death, Public.com, and Eight Sleep, and eventually launched her own VC firm, Trust Fund. Her backers include some of Silicon Valley’s most famous names: Marc Andreessen, Paris Hilton, Ev Williams (Twitter), Chris Dixon (a16z), Andrew Chen (a16z), Rob Hayes (First Round), Josh Elman (Greylock, Twitter, Facebook), Anthony Nodo (CEO of SoFi), and yes, even Jason Calacanis. Sophia opens up about: • How to build a $100M+ cult brand. • Building Nasty Gal & GirlBoss from scratch into cultural movements • The brutal reality of inflated VC valuations, fundraising, & collapse • Why consumer businesses face unique challenges with venture capital • Building Trust Fund with Marc Andreessen, Paris Hilton, & more This is a conversation about ambition, failure, resilience, and the power of branding, told by one of the most iconic entrepreneurs of her generation. Connect with us: 1. Sophia Amoruso: https://x.com/sophiaamoruso 2. Molly O’Shea: ⁠https://x.com/MollySOShea⁠ 3. Sourcery: ⁠https://x.com/sourceryvc⁠ Brought to you by: • Brex—The modern finance platform, combining the world’s smartest corporate card with integrated expense management, banking, bill pay, and travel. As a Sourcery subscriber you get: 75,000 points after spending $3,000 on Brex card(s). Plus, white-glove onboarding, $5,000 in AWS credits, $2,500 in OpenAI credits, and access to $180k+ in SaaS discounts. On top of $500 toward Brex travel, $300 in cashback, plus exclusive perks (like billboards..) visit → https://brex.com/sourcery • Turing—Turing delivers top-tier talent, data, and tools to help AI labs improve model performance—and enables enterprises to turn those models into powerful, production-ready systems. Visit: https://turing.com/sourcery • Kalshi—The largest prediction market and the only legal platform in the US where people can trade directly on the outcomes of future events: https://kalshi.com/sourcery • Fourthwall—The #1 way to sell merch online — Fourthwall is the easiest way to launch a fully branded merch store—used by big brands like MKBHD, Acquired, & even the Smithsonian. 100+ products. No upfront cost. Visit Fourthwall to start today: https://fourthwall.com/ Follow Sourcery for the latest updates! https://www.sourcery.vc/ Chapters: (00:00) Branding Icon: Sophia Amoruso (02:30) The Art of Naming: From Nasty Gal to Trust Fund (07:13) Rethinking Venture Culture (10:28) Angel Investing Early & Building Relationships That Matter (13:20) Investing in Liquid Death, Superhuman, Kindbody (14:30) Why She Invests in Software & B2B Brands (18:48) What Anduril Gets Right About Branding (22:18) Raising Trust Fund: Marc Andreessen, Paris Hilton, Jason Calacanis (24:45) The Power of the Right Audience & Right Eyeballs (27:29) AI in E-Commerce & the Future of Consumer-Brand Engagement (32:04) Angel to VC (37:23) Fundraising Myths: Why Raising Money Isn’t “Winning” (42:17) Building Business Class: Her Own “Internal Podcast” for Founders (44:18) Girlboss: The Book, the Netflix Show & Becoming Part of the Zeitgeist (47:07) Lessons in Leadership, Scaling & Why She Prefers Early-Stage (50:00) Life Today & Living in London #podcast #investing #technology #venturecapital #entrepreneur #startup #siliconvalley