Breeders Cup – November 2 & 3, 2012 Breeders Cup 2013 Articles Largest Horse Racing Wagers of All Time Horse racing is not just about big hats, drinks, and socializing. A day at the racetracks can be a serious endeavor – especially for those who have a lot of money on the line. In fact there are many who have risked their life savings and more. Some won big. Others lost hard and left with regrets.