5. Frank Hayes
Frank Hayes was a horse jockey. He was 35-years-old and had been training horses for most of his life.
He was chosen to ride a horse named Sweet Kiss by the owner.
In February of 1923, to everyone's surprise, Sweet Kiss won the race. Once the race was over and the horse finally stopped, the horse's owner ran out to the field to congratulate Hayes, but he was slumped in the saddle and not moving.
Doctors confirmed that Hayes had a heart attack during the race. As weird as it may be, Frank Hayes stands as the only jockey that has won a race after his death.