Top Gambling Win: 2000 Cynthia Jay-Brennan Las Vegas, US $35 million
Cynthia Jay-Brennan faced good and bad fortunes and extremes for just a short span of time. While she was a cocktail waitress in Las Vegas, she took bets on the now-defunct Desert Inn hotel-casino. On a birthday celebration of her future mother-in-law, January 2000, she decided to take a spin at the Megabucks slot machine. It was in her ninth try when she won $34,959,458.50 – at the time the largest Megabucks jackpot in history. She spent it by giving herself the wedding of her dreams just two weeks later, marrying her boyfriend, Terry Brennan.
Unfortunately, after another few weeks, Cynthia got involved in a horrible car accident which killed her sister and left her paralyzed from the chest down and unable to walk again. Their car was hit by a drunk driver. Instead of traveling the world with her new husband, she found herself confined to a wheelchair. Her story fueled a myth that bad things happen to people who win big jackpots.