Has anyone's active household or played households won the lottery before?

Thank you for asking the question. I have been wondering the same thing. :)

I had made Olive Specter and she'd just married Rigger Mortis (a "rich" sim from ts2), and Rigger won the 1 mill jackpot a day before i froze him to death. He was the only one who bought a ticket in the house.
Other than that i usually get nothing or under 3k

Mayor Whiskers has won it like 5 times in my games. :D