George Edward “Eddie” Arcaro rode more horses to victory in the races that make up the Triple Crown than any other jockey. Seventeen times his mount crossed first at the Kentucky Derby, Preakness Stakes and Belmont Stakes. He is the only jockey to have won the Triple Crown twice. In 1941, Arcaro was on board Whirlaway when the chestnut colt won all three jewels of the Triple Crown, In 1948, Arcaro steered Citation, racing’s first $1 million winner, to the Triple Crown. In all, Arcaro won the Kentucky Derby five times, the Preakness six times and the Belmont six times.