I looked at what one could do when winning the various lotteries. Over $50m, and even if you're only making 1% interest on the principal, you're still raking in $500k+/year (pre-tax). Given a diversified and fairly low-moderate risk portfolio, I'd imagine that 1% isn't a particularly high number to aim for, so let's say 2%, or roughly a million a year (in INTEREST, never touching the principal)
That still gives me a fair bit of cash to both enjoy myself personally and do fun stuff for others. Maybe I'd like to hit the fancy hotels or restaurants I haven't tried before, but I'm probably still going to enjoy a milkshake or fries and gravy at a late-night Denny's. There's still going to be stressed out waitresses or young people who are working and trying hard to get ahead. With that kind of income, it's not going to even make me flinch to drop a tip here and there that could be potentially life-changing for something at that stage of life and income. Drop some dough and pay for somebody's tuition, whatever.
Or wander around and find some people who lost a job and/or are about to lose their house, car, whatever. Drop some cash and pay off their debts. Clear things out. Stuff like that could be a lot of fun.