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.
Subscribe to our Youtube Channel for more conversations at the intersection of high performance, leadership, and wellbeing: https://www.youtube.com/c/FindingMastery
Get exclusive discounts and support our amazing sponsors!
Go to: https://findingmastery.com/sponsors/
Subscribe to the Finding Mastery newsletter for weekly high performance insights: https://www.findingmastery.com/newsletter
Download Dr. Mike's Morning Mindset Routine: https://findingmastery.lpages.co/morningmindset!
Follow on YouTube, Instagram, LinkedIn, and X
See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Popular Podcasts
Bookmarked by Reese's Book Club
Welcome to Bookmarked by Reese’s Book Club — the podcast where great stories, bold women, and irresistible conversations collide! Hosted by award-winning journalist Danielle Robay, each week new episodes balance thoughtful literary insight with the fervor of buzzy book trends, pop culture and more. Bookmarked brings together celebrities, tastemakers, influencers and authors from Reese's Book Club and beyond to share stories that transcend the page. Pull up a chair. You’re not just listening — you’re part of the conversation.
On Purpose with Jay Shetty
I’m Jay Shetty host of On Purpose the worlds #1 Mental Health podcast and I’m so grateful you found us. I started this podcast 5 years ago to invite you into conversations and workshops that are designed to help make you happier, healthier and more healed. I believe that when you (yes you) feel seen, heard and understood you’re able to deal with relationship struggles, work challenges and life’s ups and downs with more ease and grace. I interview experts, celebrities, thought leaders and athletes so that we can grow our mindset, build better habits and uncover a side of them we’ve never seen before. New episodes every Monday and Friday. Your support means the world to me and I don’t take it for granted — click the follow button and leave a review to help us spread the love with On Purpose. I can’t wait for you to listen to your first or 500th episode!
Dateline NBC
Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Follow now to get the latest episodes of Dateline NBC completely free, or subscribe to Dateline Premium for ad-free listening and exclusive bonus content: DatelinePremium.com