Jay Leno got rich by being America’s class clown. 350 million, largely thanks to his tenure as the host of The Tonight Show, which he left in 2014. You were extremely scrappy when you started in comedy. In Leading with My Chin, you wrote about being homeless and telling jokes to police when they picked you up off how Did Jay Leno Make His Money street. I just got on a plane one day and went to Los Angeles.
I looked in the paper for open houses, say, from noon to 4 p. I would get there at 3:30, and then I would hide in the closet. The realtor would leave and lock the door, and now I had a place to stay. Sometimes I could stay in a house two to three days. I did get picked up twice for vagrancy on Hollywood Boulevard. In fact, where I got my star was where the cops picked me up.
They must’ve been used to that on Hollywood Boulevard. I would tell the cops jokes, and most of the cops are pretty blue-collar guys. You find a place to live yet? How’d you become a car geek, anyway? I grew up in Andover, Massachusetts, which was a pretty rural area when I was a kid. There were always broken tractors, lawn mowers, vehicles you had to fix. I remember somebody had abandoned an old Renault in a field when we were about 11 or 12. We would drive it around the backyard. Your mom would kind of watch through the window.
Of, course now they’d call child services, and the parents would be taken away. There’s a lot of speculation out there about your vast car collection. Exactly how many do you own? About 181 cars, and about 160 motorcycles. Do you have any idea what they’re all worth? They only built 64 of them. You didn’t pay too much, you just bought it too soon.
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I don’t really dwell on them too much. If you buy something that’s rare and valuable, it will always be rare and valuable. How often do you sell the cars? I’ve never sold a car . I will donate a car to charity. We’ve done that probably 10 or 15 times.
Your passion for cars is palpable. Is there anything else you don’t mind dropping serious dough on? I know I’m pretty wealthy, but I live like someone who’s on their last dime. When you’re in show business, you get to go to vacation places.