George Monroe Woolf, nicknamed "The Iceman", was a Canadian thoroughbred race horse jockey. An annual jockey's award given by the United States Jockeys' Guild is named in his honor. He became known for riding the people's champion Seabiscuit to victories in 1938.

Seabiscuit was a champion thoroughbred racehorse in the United States who became the top money-winning racehorse up to the 1940s. He beat the 1937 Triple Crown winner, War Admiral, by four lengths in a two-horse special at Pimlico and was voted American Horse of the Year for 1938.