A coworker says if he won the lottery, he wouldn't quit, he'd wait to get fired. I'll ignore the boring stuff like setting up trusts for my nieces and making sure my parents and siblings are positioned well (again trusts, not lump sums). Then homes, property and a small number of nice but not over the top cars. One home in upstate New York for mountains and maybe a home on a coast somewhere warmer. I think I'd limit myself to one fun car, but picking which is no small task. If I could barely afford a ten year old Aston Martin, that seems like a fun fantasy. If I won (not earned) a huge pile of cash, it seems ridiculous. I think I'd go with something like a BMW M5 or a Mercedes AMG. Homes: in upstate New York having more land in an area with good access to services is more important to me than size of the home. Something on a coast somewhere could be a luxury condo rather than a house. I like trees and mountains and parks, so I think New York would be my primary home. I'd love to learn to fly and own my own plane, but I don't think that'd be on my lottery list. Earning a pilots' license, maybe. And maybe purchasing a nice, used Cessna. But while I drool over P-51s, with the lottery giving me large wealth but zero continued earning potential, buying a classic warbird is one of those bad lottery ideas. But I don't play. I admit it's tempting with the massive estimated jackpot, but I won't buy a ticket.
I had a coworker who did just that, but he hadn't even won the lottery. It took them about a year and a half of him doing the absolute minimum amount of work for them to fire him. He even got a years worth of EI benefits from it.A coworker says if he won the lottery, he wouldn't quit, he'd wait to get fired.