4.6 • 1.9K Ratings
🗓️ 8 August 2025
⏱️ 69 minutes
🧾️ Download transcript
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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
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➡️ 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
Click on a timestamp to play from that location
0:00.0 | Beginning of my career, great training, which I got at the Clorox Company and brand management. |
0:05.1 | After that, I'm a risk taker. I've embraced technology from an early age. |
0:10.7 | Julie Wainwright, she was the CEO of one of the first dot coms to go public, |
0:14.6 | and the next day, her entire life collapsed. Pets.com shut down. |
0:19.0 | Her husband filed for divorce, and the world watched her fall alone. |
0:22.8 | For me, the key thing was I knew the world had changed now. It's 2011. And the only big player |
0:29.8 | was Amazon. I need to map out what Amazon can't and can do. And one of those opportunities was |
0:36.3 | the luxury market. Then I moved really, really fast. |
0:39.3 | And then at 53, she came back with no funding, no team, and no second chances. |
0:44.3 | She built the real real, a luxury resale empire that reshaped e-commerce. |
0:48.3 | She was told she was too old. |
0:50.3 | She proved them all wrong. |
0:51.3 | This is the most brutally honest conversation she's ever had. |
0:54.7 | AI tools, we outsource our thinking and we outsource our writing. |
0:58.2 | What do you think is going to happen in 30 years from now? |
1:01.2 | Entry level jobs already in certain areas are being replaced by chat GPT. |
1:07.9 | Means people on a senior level have to know where you're going. |
1:12.5 | Operating out of fear is always losing. |
1:15.2 | You have to trusting yourself because fear-based decisions have failure written all over them. So Julie, thank you for coming on. |
1:34.3 | If you had to describe your career, how would you describe your career? |
1:40.3 | Oh, you know, I was looking, I was thinking about that the other day. I would say |
1:45.5 | two things, and they're a little conflicting. I've always wanted to understand how business |
... |
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