Grew up with wealth, married into wealth; now I have no wealth, besides my cabin.
Them's the breaks?
I don't play the lottery, but if I did and won this, I'd get one of my closest friends out of debt he unfairly accrued while serving our country (identity theft), buy my Mom a bigger house, buy myself another house (lost mine in divorce), make trusts for all my nieces and nephews, though my older sis and her husband are "Upper-Middle", then sit on the rest.
Buy the latest Seadoo, and the latest Mercruiser (speedboat), both tailored for slalom-skiing. Probably buy a new surfboard or two.
.... oh yeah, I'd also find Ladronn and make him paint me some Planet Hulk pieces; I'd get one for myself, one for TC, one for Dave, one for Ken, one for Steve, and one for John.
I'd have him do a Galactus piece for Drew, also.
....to finish up, I'd even buy Paul a Ladronn piece, of Iron Man doing... well.. whatever it is Iron Man does, besides being defeated by the Hulk.