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Julie Wainwright

518: The Mindset Shifts That Built a Billion Dollar Brand — TheRealReal’s Julie Wainwright on Reinvention & Leadership

How do you rebuild after public failure—and find the courage to bet on yourself again?

This week’s conversation is with Julie Wainwright—a trailblazing entrepreneur who built The RealReal from her kitchen table into a publicly traded company valued at over $1 billion. At that time, she was one of only twenty-three women to take a company public AND she started all of this in her 50s—breaking through a male-dominated industry and navigating both sexism and ageism to build something the world had never seen before. That’s pretty rad.

In this conversation, Julie shares:

  • How to lead through failure and chaos without losing yourself
  • Why reinvention starts with self-honesty, not confidence
  • The mindset that helped her scale The RealReal from her kitchen table
  • How to use setbacks as fuel — in business, relationships, or life
  • The inner dialogue and frameworks that kept her grounded and growing

If you’re in a season of reinvention or searching for a clearer path forward, this conversation delivers hard-earned insight you’ll want to carry with you.

As you listen, reflect on how you respond when things fall apart. Where do you turn when doubt creeps in? And what might shift if you led from purpose rather than fear—whether in business, relationships, or your own internal dialogue?

So with that, let’s dive right into this week’s conversation with Julie Wainwright.

“At the end of the day, you only have one life. And, if you let other people define you, you’ll never be able to live your own life.”

“At the end of the day, you only have one life. And, if you let other people define you, you’ll never be able to live your own life.”

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