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Jason Droege: evaluation

9 Oct 2025 Lenny's Podcast First interview with Scale AI’s CEO: $14B Meta deal, what’s working in enterprise AI, and what frontier labs are building next | Jason Droege

“And so, what I did is I'm like, I was a golfer and frankly, there was nothing to do in tech. So I started selling golf clubs on the internet and I was making real money and I might've learned more from this business than any other because I started on eBay and I was 22, and I didn't really understand that my margins would come down because anyone can do this, but I was one of the first ones to do it, so I was making a ton of money and then I built this business and then I just failed to recognize I had a lot of hubris.”

— Jason Droege

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Everything needed to verify it.

Speaker
Jason Droege
Attribution
Verified speaker
Claim type
evaluation
Recorded
9 Oct 2025
Publisher
Lenny's Podcast

Transcript context

…Is there a story along those lines that comes to mind or an example of that? Well, this is where it is together on why I try to be so I think you can spend a little bit of time thinking upfront to save yourself a lot of pain downstream. I had this business not worth detailing it, but after the bubble burst in 2001, I'm like, "I'm going to self-fund a business. I'm going to build a profitable business. I want to prove that I can do this." And we had started Scour, which had all the things we talked about. And so, what I did is I'm like, I was a golfer and frankly, there was nothing to do in tech. So I started selling golf clubs on the internet and I was making real money and I might've learned more from this business than any other because I started on eBay and I was 22, and I didn't really understand that my margins would come down because anyone can do this, but I was one of the first ones to do it, so I was making a ton of money and then I built this business and then I just failed to recognize I had a lot of hubris. I was like, "Oh, if I could just buy all the used golf clubs in America, I can be the market maker for prices," and don't people do that? I love this ambition. That's great.…

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