The Lottery

Twice, both times with sims that were already fairly wealthy or that I was intending to give the money to via cheats anyway.

I had a pregnant sim win it once. She was single and poor so it was most welcome!

Another time I had an elderly couple living with their grown up son and his wife. Can't remember which one of them had the winning ticket but one of them did ?

My lottery is motherlode. ?

I have quite a few times.

Only once unexpectedly.

Once. It was when I started my scenario save. My sim started with 20,000 minus the house and furniture. And the lottery came up that day or the next, so I had her play, and she won!

Once, I had one Sim who entered on a whim (I don't normally enter), and she won!

I’ve won twice and the first time it completely ruined my struggling artist story. He had just enough simoleons to paint a picture to sell for his next meal then all of a sudden he is a millionaire!

Once. It came just after some major expansions and renovations, so was very welcome as had spent all the savings to prepare for the new twins.

None of my played sims won it yet even though they play regularly. I think it would be nice if sometimes they won like a free ticket, or some smaller amounts of money like lotteries usually do.