Henry Hillman inherited a Pittsburgh empire built on coal and steel and then dismantled it. Instead of holding on, he recycled those assets into bigger bets, backing unproven talent and writing early checks to firms like KKR and Kleiner Perkins. This episode breaks down how Hillman turned a family fortune into billions and what his playbook can teach today’s investors.

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Sources:

https://docs.google.com/document/d/1XMnJwZuGOnKnfJZO5u_cExOYkxrI_DRcghgI3KYUehs/edit?usp=sharing