Julie Wainwright shares the ups and downs of her career that led her to founding The RealReal.

In this episode, Julie Wainwright shares the extraordinary story of her career — from leading Pets.com through its highly publicized collapse to founding and growing The RealReal into a billion-dollar company. She opens up about the lessons learned from failure, the grit it took to rebuild, and the early years of building a pioneering business around sustainability and luxury resale. Julie also reflects on taking The RealReal public, navigating life as a woman CEO in tech, and what she’s learned about resilience, reinvention, and purpose along the way. A powerful conversation about courage, conviction, and starting over.

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