She Sold for $2.3 Billion: “He Asked for a Divorce the Morning My Company Shut Down"

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What does it really take to rise from public failure, personal heartbreak, and industry doubt… and still build a billion-dollar company in your 50s?

In this raw, unfiltered, and wildly inspiring conversation, Julie Wainwright, founder & former CEO of The RealReal, takes us behind the scenes of her greatest reinvention. From the ashes of pets.com and a dissolved marriage to ringing the NASDAQ bell as the 23rd woman in history to take a company public, Julie proves it’s never too late to create your boldest chapter yet.

We chat:

• 0:55 - The moment Julie knew she was meant to be a founder
• 4:46 - Turning public business failure into your greatest personal reinvention (and why you should never fear failing)
• 11:37 - The emotional link between losing pets.com and losing her marriage, and the surprising life lessons it unlocked
• 15:00 - Balancing love, relationships, and ambition while building something big
• 20:39 - The game-changing moves she made building The RealReal in her 50s vs. her 40s
• 23:55 - How to own the room when raising capital, especially as the only woman at the table
• 30:30 - The exact market gap The RealReal was built to fill (and how the idea hit her)
• 40:50 - What really happens emotionally after your company goes public and what it meant to be the 23rd woman to do it
• 44:44 - Why every woman must make her own money and how to own ambition without apology
• 55:55 - The surprising purpose that keeps her moving forward after reaching the top

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