I am so unlucky with lottery type things but there was this ONE TIME in 8th grade, where we had a drawing for two $5 iTunes giftcard and for some reason everyone wanted it and I ended up winning both of them.
I've won the scratch-off lottery repeatedly. With how much I've played it, it's statistically improbable that I WOULDN'T have won at least once. I one $100 on one card before though. That was on a card I got for my 21st birthday.
The most recent thing I won was a 50 dollar gift card in a drawing for doing a survey. I've also won elementary school science fairs and a HOSA event last year. What else...a spelling bee in seventh grade, but I didn't get anything but glory out of it.