The Stacking Benjamins Show Turning Ideas into Billion Dollar Businesses (with Julie Wainwright) SB1703
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Jul 2, 2025 Julie Wainwright, founder of luxury consignment store The RealReal, shares her journey from setbacks like Pets.com to billion-dollar success. She discusses overcoming ageism in entrepreneurship and how your past failures can inform future triumphs. Julie emphasizes the importance of risk-taking and confidence while revealing the untold story of luxury resale markets. Listeners will gain insight into building a brand against the odds, and how perseverance can redefine one’s career path, regardless of age.
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Childhood Rescue Builds Resilience
- Julie Wainwright shared a childhood story of nearly drowning at age three but saving herself.
- Her father used this tale to affirm her internal strength and resilience.
Entrepreneurship Is About Control
- Entrepreneurship often stems from a desire for control rather than love of risk.
- Betting on yourself can be easier than cleaning up someone else’s mistakes.
Raising Capital Against Odds
- At 52 and raising capital for The RealReal, Julie faced skepticism due to age, gender, and past failures.
- Despite this, she successfully raised money for 11 years, showing perseverance.
