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It’s NOT Too Late To Reinvent Yourself, Do This NOW with Julie Wainwright

What if your biggest reinvention came after your biggest failure? In this episode, I sit down with Julie Wainwright, the founder of The RealReal, who proves that resilience and reinvention have no age limit. We talk about the realities of risk-taking, why timing matters, and how setbacks can set the stage for your next breakthrough. Julie also shares what it means to “rebirth” yourself in midlife, why resilience is more valuable than a safety net, and how women can expand their vision by daring to think bigger. Remember, your second half can be your strongest half if you’re brave enough to believe it.

This episode is brought to you in part by Headway – the #1 daily growth app that delivers key insights from the world’s best non fiction books in bite sized 15 minute reads and audio. Save 25% off when you go to makeheadway.com/happy.

In this episode you will learn:

00:00 Meet Julie Wainwright, founder of The RealReal.
04:45 How early responsibilities build resilience and self-trust.
10:00 How continual learning and adaptability opened doors even after major setbacks.
15:15 What was your first big risk?
20:00 Lessons from Pets.com and navigating the sting of public failure.
24:00 How Julie started The RealReal from her house with one employee.
30:30 Why fewer than a dozen women (non-celebrities) have built billion-dollar businesses.
35:30 Advice for women entering male-dominated industries.
42:00 Why so many women get stuck in the “negative loop” of entrepreneurship.
48:45 What Pharrell’s sweatshirt taught Julie about reinvention.
51:15 Amazon named this as one of the Best Books of 2025.

RESOURCES

Grab your copy of Julie’s new book Time to Get Real HERE!

Learn more about The RealReal HERE!

Join the Audacity Challenge HERE!

Join the most supportive mastermind on the internet HERE!

Check out our FREE 90-Day Business Blueprint HERE!

Listen to my free SECRET PODCASTS SERIES – Operation: Rekindle This B*tch