Money might not buy you happiness. But it can sure as hell rent it.
Seriously I would be pretty darn happy with $20M. I am already kinda happy but I could be a little bit happier. I am 60 and I figure I probably won't live much past 90. I would spend $500k fixing up my boat, $2M on a house with deep water access and no zoning issues, keep $100k to day trade just cause it is fun, swing trade and invest the rest, and probably just help folks who need help and actually CAN be helped, with maybe half the income. I can live just fine on $60k/year once boat and housing expenses are down to just simple upkeep. Catch a few crabs, some fish, a few shrimp, tong some oysters, trap some crawfish, get me a gator every season and maybe a turkey and a goose and some ducks, basically kill and eat anything with a face on it that doesn't answer me when I say hello or that barks or meows. One must have standards, after all. Car? The one I got was given to me on the condition that I could get it started and drive it home. I will drive it til the wheels fall off. So far they don't even rattle very much. Clothes? Overalls and tshirts. And socks. And boots or sneaks. Ball caps. That's it. Closed casket funeral cause I don't have a suit. But having the boat and a new house/workshop/office set up just so, would indeed make me happy. Of course the main thing would be having my old lady who is the best thing since sliced bread, but even if I was single I would be pretty happy with just those things. Everything above and beyond that is just gravy. If I had nothing at all I would still be kinda happy cause life has been good to me and I have on occasion felt the joy of returning the favor, but not as happy as I could be with that hypothetical $20M. If I get to be a good trader I might well earn a couple Mill before I hang it up, and that beats a kick in the ass, but $20M, even $10M, would be very nice.