Oculus founder Palmer Luckey spent his first million on flying lessons, a 1969 Mustang, a Tesla Model S, and houses for his parents and grandfather. He regrets not spending more time with his grandfather before he died, though he still owns the house he bought him.
As soon as I had money, I immediately started learning to fly helicopters for real because I'd always wanted to be a helicopter pilot ever since being a little kid. I bought a '69 Mustang convertible. That was really cool. I bought a first-generation Tesla Model S. That was cool. And then I bought a house for my parents. It's like the basketball player contract move. You know, you get the money, you buy the house for your parents. And then I bought a house for myself that was close to my grandpa. And unfortunately, we then ended up having to move up to Silicon Valley because of the acquisition. And then he passed away while I was up there. So one of my regrets, but I'm still in that house.