Well, after winning and taking the "proper steps" in claiming it, I'd work on reducing the tax burden as much as possible and also get away from the US dollar as much as I can. I could see myself spending a million or so in the first year moving out of the state and settling into a new location, property would still be under the name of belong to the trust (which I'd prefer to not have based in Michigan if it matters) if I can do it. It would also depend on how much I won, for the sake of it let's use the last MM jackpot for this...
I wouldn't buy something like a million dollar home or anything like that as certain other winners did, seeing as it'd only be me so I wouldn't need some huge multimillion dollar home, just a place just big enough for myself and large enough to fulfill my "needs", well admittedly I probably wouldn't keep it too simple. Nice low crime neighborhood, maybe a good gated community, a two story, three or four bedroom home with a basement and probably a nice indoor/outdoor pool, a three or four car garage perhaps. Each room would have a use and purpose, well aside from the guest bedrooms so it wouldn't be like there are empty rooms going to waste. I might go a little nuts with the entertainment/electronics/computer hardware but that's what I have an interest in and I'd still not not go do something really crazy like have a full entertainment center in every room. No 100,000 dollar cars or anything like that, but I might two or three vehicles, each would be serving a purpose, a regular everyday car with really good gas mileage, a nice sports car for uhhhh special occasions but again not a 100,000 dollar sports car and a large vehicle, either a large pick up or SUV, a hybrid version if possible, for if I need to either transport something that won't fit or can't be towed by a car or if for some reason I need the room for transporting a small group of people.
Oh and I've thought about it and aside from helping out my mother and grandmother (maybe a small home for each, both under name of the trust also and an yearly $10,000 gift or whatever just below where gift taxes would need to be paid) I figured I'd probably help a cousin who is apparently going to law school, I'd help pay tuition, should be good for a small deduction, heh. Of course then a couple years later I'll discover that my "people" who I work with managing the trust and my fortune have been cheating me and have left me royally screwed and then I'll fall into poverty when everything I have is repossessed and I'm left penniless and living on the streets where I'll be selling fruit. *SIGH* I guess I can still dream...