Interesting discussion at the office today. The PowerBall jackpot, as most of you probably know, is currently at a record $700 million, and will probably go higher before the drawing Saturday. Like many chumps, I bought a couple tickets for the last drawing, and will probably buy a couple for this one. While these games are rightly known as "a tax on people who are bad at math," when the jackpot gets this high it's potentially not a completely terrible bet, and anyway it's fun to dream blah de blah.
On the other hand, anecdotal evidence shows that for many people who win these prizes, their lives are actually ruined by it. They squander the money, it tears their family apart, they are treated differently by everyone.
So especially for a $700M prize (more like $400M if you take the lump sum, and $200M after taxes, but still), you can try to remain anonymous if your state permits it, but people will inevitably find out. It's amusing to think money won't change you, but really, what will happen to your life if you suddenly win that much cash? Yeah sure, I'll stay in my house, the kids will still go to school, I'll quit my job and find something amusing to do... but EVERYONE YOU'VE EVER MET will now be hitting you up for cash, and everyone in your neighborhood will be treating you (and your family) much differently. Worst case scenario, someone will try to rob your house, kidnap you for ransom, that kind of thing.
I've come to the conclusion that you would have to move. Go to Manhattan, San Francisco, a Caribbean tax haven, or somewhere else lots of obscenely rich people already live, and try to blend in there.
Me, after winning, I'd immediately announce my intention to buy a baseball team (minor or major league, depending on the size of the windfall). All the money's going towards that, so don't nobody even ask me for anything.