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Julie Wainwright is the visionary entrepreneur who transformed one of Silicon Valley’s most public failures into a billion-dollar empire. After leading Pets.com through the dot-com crash, she came back stronger, founding The RealReal in 2011 and scaling it into the world’s largest online luxury consignment marketplace with over $1 billion in annual revenue, 33 million members, and a successful IPO on Nasdaq. Under her leadership, the company processed millions of authenticated luxury items, disrupted a $200+ billion resale market, and redefined sustainable fashion. Her story is proof that with resilience, bold vision, and relentless execution, even the biggest setbacks can become the launchpad for extraordinary success.

➡️ Show Links

https://www.instagram.com/realrealjulie/

➡️ Books

https://www.amazon.com/Time-Get-Real-Billion-Dollar-Business/dp/1637746865 

➡️ Podcast Sponsors

Hubspot - https://hubspot.com/  

ShipStation - https://www.shipstation.com/ (Code: SuccessStory)

Inbound - https://www.inbound.com/register 

Cornbread Hemp - https://cornbreadhemp.com/success (Code: Success)

iDigress Podcast - https://idigress.show 

NetSuite — https://netsuite.com/scottclary/ 

Indeed - https://indeed.com/clary

➡️ Talking Points

00:00 – Intro

01:31 – Julie’s Career in Her Own Words

02:40 – Why Training Shapes Entrepreneurs

08:32 – The Risk of Letting AI Think for You

11:49 – When Julie Was Called “Unemployable”

16:02 – Bouncing Back from a Major Failure

21:43 – Sponsor Break

23:40 – Building Something Completely New

30:29 – Winning in a Crowded Market

43:12 – Sponsor Break

45:07 – Success vs. Billion-Dollar Success

51:27 – Why Every Founder Needs an Exit Plan

1:06:49 – Julie’s Biggest Life Lesson