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Julie Wainwright knows what it’s like to be underestimated, and to prove people wrong. She built The RealReal into a billion-dollar luxury consignment business, then watched from the sidelines as a board she no longer trusted forced her out. But that’s only part of the story.

In this episode, Julie sits down with Lindsay to talk about what it really means to lead. From the ashes of Pets.com to the early days of The RealReal, Julie explains how she saw an opening in the e-commerce space and moved fast, testing, iterating, and winning customers city by city. She didn’t wait for investor buy-in. She mailed postcards. She knocked on doors. She made it work.

What convinced early customers to trust her with their Chanel and Prada? What does it take to scale a business from $10 million to $500 million when most investors don’t even understand your category? And what do you do when the company you built is no longer yours?

Julie shares how strategic partnerships, like an early collaboration with Neiman Marcus, helped put The RealReal on the map. She reflects on the power of in-person experiences, like pop-up stores, and why human connection can drive business in a way digital never fully replaces.

Now leading her second venture, Ahara, Julie is focused on precision nutrition and on helping other entrepreneurs find their footing. Her new book, Time to Get Real, is both a memoir and a playbook for anyone building something that feels personal.

If you’ve ever doubted yourself, or felt like others have doubted you more, Julie’s story will remind you what’s possible when you trust your vision and keep going.

Episode Breakdown:

00:00 Introduction to Julie Wainwright and The RealReal

05:04 From Pets.com to The RealReal: Julie’s Founder Story

11:29 Building Trust in Luxury Consignment

17:43 Raising Capital and Finding the Right Investors

22:37 Scaling E-Commerce Through Strategic Partnerships

28:14 How Resale Impacts Luxury Markets

29:17 Leadership Changes and Boardroom Challenges

32:58 Lessons from Entrepreneurship and Gender Dynamics

36:48 Starting Over: New Ventures and Growth

39:24 Why Nutrition Became Julie’s Next Mission

43:34 Advice for Aspiring Entrepreneurs

Connect with Julie Wainwright:

http://www.instagram.com/realrealjulie

Get on the Marketing Made Simple Waitlist: https://lindsaypinchuk.myflodesk.com/waitlist

Dear FoundHer Forum: https://www.dearfoundher.com/dear-foundher-forum

Don't forget to follow Lindsay on Instagram: https://www.instagram.com/lindsaypinchuk

Follow Dear FoundHer on Instagram: http://www.instagram.com/dearfoundher

Podcast production and show notes provided by HiveCast.fm

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