oldest trainer to win a Triple Crown race. Congrats to the Coach. 25-year-old jockey Jaime Torres from Puerto Rico wins his first Triple Crown race in his first try. He saw horse racing in 2019, decided he wanted to do it, went to jockey school in 2022, and wins the Preakness today. Seize The Grey owned by 2,570 people who purchased shares in him through myracehorse.com. Mystic Dan second by a nose over Catching Freedom.