It depends how much. The first thing I would do would be to give money to my friend Kim's parents. She passed away 14 years ago from leukemia and they are still paying her medical bills.
Under 10 million I would probably still work.
Huge powerball type winnings would be different. I would be build a nice normal sized house with a lot of character. It would be unique and have everything top of the line. I don't want or need a mansion. Maybe even build another in a second location, like California or buy a nice apartment in NYC.
I'd like to live a relatively normal life. I'm not flashy. I wouldn't want people to know how much money I had just by looking at my lifestyle. I don't know if that is possible but I would try.
Oh, I want a maid!!! And a King Charles Cavalier I can name Nigel.