I hope you win something too! Just fyi, we are the family that won the cinderella castle stay and it was my 60+ year old mother in law that won. It was whoever was in the "right" seat at the "right" time. The CM who was our private tour guide after winning said that a few weeks prior to us winning, the people who won were an older couple (like 50-60's)-no kids. They were travelling with another couple so the two couples went up to the suite to stay.
So, it does happen, no matter your age. You just have to be in the right place at the right time. And no one knows what that is!!!
Good luck.