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My First Million · 2026-09-14 · 46 min · 10,883 words

David Rubenstein: We took $5M and turned it into $500B

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I raised $5 million from four investors in 1987. Today Carlisle manages not $5 million, but $500 billion. How old were you then when you started Carlisle? 37. I said, geez, if I don't do it now, I'll never do it.

Do you have any habits that you think would shock people? I always view myself as being from a blue-colored family in Baltimore. But even like in year 10, you weren't thinking like, all right, I can breathe a little. This is gonna work. I think I'm safe.

No, because if you're an entrepreneur, you always think something bad's gonna happen. You still feel that way? Every day, 99.9% of the companies that started in the United States are not in business five years later. If you go back and look at anybody that built a company, they have self-confidence that is staggering. I met Jeff Bezos for the first time and he said, well, I'll give you 20% of the company that I'm about to build.

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