#23: Sophia Amoruso - Sauce Boss meets Girlboss

Our guest today is Sophia Amoruso, founder of the first internet native fashion brand, Nasty Gal. Since growing Nasty Gal to global prominence and then taking it through a sudden bankruptcy sale, she’s subsequently founded three other businesses including Trust Fund, her VC firm. Sophia coined the term #Girlboss, which is the name of her second business, a Netflix show based on her life, and the title of her memoir which spent 18 weeks on the New York Times bestseller list. I admire Sophia for her courage and action in the face of fear. Fear of failure and fear of not looking good can be overwhelming to the point of paralysis (certainly I am governed by these fears) but today we'll get into how Sophia has achieved a buoyancy to rise above them. Good brands transcend the reality of the businesses they represent, and in this show, she talks about what it's like for her personal brand to decouple from her lived experience - to the extent of taking a company through bankruptcy just as a Netflix series debuted about her company's success. Talk about cognitive dissonance. Sophia and I talk about the scrutiny put on female leaders, her recent rumspringa, what she thinks is cool right now in fashion and music, and I ask her to roast my outfit. Enjoy my conversation with Sophia Amoruso, a refreshingly real storyteller and entrepreneur who's dedicated to living on her own terms. Show Links: Sophia’s Instagram -   / sophiaamoruso   Nasty Gal - https://www.nastygal.com/ #Girlboss the book - https://www.amazon.com/GIRLBOSS-Sophi... Girlboss the TV show - https://www.netflix.com/title/80115671 Girlboss the company - https://girlboss.com/ Trust Fund - http://trustfund.vc Business Class - https://www.businessclass.co/ Piero Umiliani - https://open.spotify.com/artist/5sD7C... Jackson C Frank - Cover Me in Roses - https://open.spotify.com/track/6pk9xO... Harley Pasternak’s Oatmeal Pancakes - https://www.harleypasternak.com/blog/... 📸@swhnorton 🐦@swhnorton 🖥️www.atlargeshow.com ……. This podcast is made available solely for entertainment and educational purposes. The information presented here does not constitute investment, legal, or other professional advice, and should not be construed as an offering of advisory services, or as a solicitation to buy, an offer to sell, or a recommendation of any securities or other financial instruments. The thoughts and opinions expressed by or through this podcast are those of the individual guests and speakers and do not necessarily reflect the views of any investment advisor. The discussion on this podcast of any entity, product or service does not imply an endorsement thereof, and the guests may have a financial interest, whether through investment or otherwise, in one or more of any such entities, products or services. Did you enjoy this episode? Please leave a 5 star rating on your podcast app and comment below. YOUTUBE TIMECODES: 00:00 - Introduction to Sophia Amoruo 07:30 - Sophia’s Relationship with Fear 13:52 - Big Idea Behind Nasty Gal 20:12 - Sophia’s Daily Fuel While Building Nasty Gal 26:20 - A Travellog of Sophia’s Ups and Downs (It’s “f*cked”) 33:50 - Why Female Leaders Get Scrutinized More 40:35 - Sophia Goes On a Rumspringa! 43:39 - Sophia’s New Venture, Trust Fund 45:19 - At Large & Off The Cuff