What does it take to rebuild your life after public failure — and bet on yourself again?

This week, we sit down with Julie Wainwright — a trailblazing entrepreneur who went from the CEO of Pets.com during the dot-com crash to building The RealReal into a billion-dollar luxury resale powerhouse… all in her 50s.

Julie was one of only 23 women to ever take a company public — and she did it after facing national scrutiny and setbacks that would have ended most careers. Instead, she started over with clarity, grit, and heart — redefining what leadership and reinvention really look like.

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 navigating a challenge, career pivot, or new season of life — this episode is packed with hard-won wisdom you’ll want to carry forward.

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TikTok, Spy Balloons, Revisionist History and the Devices that Raise Our Children | Keep the kids out of it and let the adults fight it out. | Podcast Episode 010