Well, first off, I see the lottery as a tax on people who don't understand probability. Given that I *do* understand probability, I don't have to pay that tax.

That said, if I were to somehow get a $220 million windfall, I'd definitely set both my parents and my fiance's parents up to retire immediately rather than in a few years, give my brother and his wife a good chunk, buy a new house and an old Porsche, and then try to invest the rest wisely and live well.