Ask YC: Have you, or anyone you know, won the lotto?
How unlikely is it, really?
One of our neighbors won over $200 million in a tri-state lottery. They were very nice, sociable people before their win. Everyone liked them.
After?
Well, they built a HUGE 'modern' house (30K+ feet or so, and it looked like someone mixed a neon sign and a Lego set in a blender. It actually glowed in pastels at night.) They basically lost all taste. That didn't go over well with the neighborhood, but people still liked them and assumed it was just a weird splurge. Then the father of the winning family accidentally ran over the dog of one of our mutual friends with his new SUV. He had known the family with the dog for years and had attended barbecues with them almost every weekend in the summer. Their kids were on a soccer team together. The 'winner' refused to even talk to them about the accident - no apologies and no comforting words to the children of the family - because he was terrified they would try to sue him to get his money. He became a HUGE dick. He was eventually "shamed" out of our neighborhood, and he and his wife divorced. I think they're still fighting over their dwindling assets now, about a dozen years after their win. Their house was torn down and only their driveway gate remains.
The second winner I know is one of my uncles. I bought him a six-pack and a couple lotto tickets for Christmas as a joke once. He won around $2,500 with one of the tickets. I've never bought a lottery ticket for myself. I don't like the odds and I don't think I would do well with lots of money if I hadn't earned it myself. The third person I know that won doesn't really count (he became a client of my firm only because he had won and had assets to invest in our venture fund. I never would have known him had he not won.)
In other probability news, I know two people that were struck by lightning ;-) One of them was an alcoholic who worked for a beer distributor. He was wheeling a handcart of brew into a pub when he got zapped. It blew out his heels. He took it as a sign: no more drinking, new job. Now he's "born again" and annoying. I liked him more as an alcoholic ;-) The other guy was just a moron that must have missed the Ben Franklin story in school.
Investing in the stock market or starting a business is risky enough - but with those activities you have much more control - and less potential for needing CPR.
To answer the original question, though, no - no one I know has ever won the lotto (or been bitten by a rattlesnake or struck by lightning.)
So based on my experience, your chances are better if you don't buy a ticket. That's pretty darn unlikely.