Evelyn Adams Won The Lottery Twice, But Is Now Broke And Living In A Trailer
Evelyn Adams won the New Jersey lottery twice— amounting to $5.4 million— in 1985 and 1986. She spent her winnings on gambling and bad investments, and is now living in a trailer after having lost all the money.
Timothy Elliot Won $1 Million While On Probation
Timothy, a schizophrenic on probation for robbery, won $1 million in 2007. However, part of his probation terms was to not gamble. After an anonymous tip alerted police to the violation, Timothy went through a long court case to determine if he could keep his winnings. He won.