Your Money Map Replay: Julie Wainwright on Reinvention, Risk, and Building The RealReal After 50

28/11/2025 33 min
Your Money Map Replay: Julie Wainwright on Reinvention, Risk, and Building The RealReal After 50

Listen "Your Money Map Replay: Julie Wainwright on Reinvention, Risk, and Building The RealReal After 50"

Episode Synopsis

In this powerful and inspiring episode of Your Money Map, Jean Chatzky sits down with entrepreneur and author Julie Wainwright, founder of The RealReal, to talk about failure, reinvention, and why it’s never too late to bet on yourself.

She shares candid stories from her new book, Time to Get Real: How I Built a Billion Dollar Business that Rocked the Fashion Industry, and the hard-won lessons she learned about leadership, raising capital as a woman over 50, and taking calculated risks — including the moment she emptied her 401(k) to fund her vision.

Topics We Cover:


How Julie rebuilt her career after Pets.com

The surprising advantages of launching a business later in life

Facing ageism and gender bias in venture capital

Why she bet her retirement savings on herself

The messy truths behind entrepreneurship

Advice for women starting over at any age




👉 Resources & Links:

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