Harry Wragg (1902–1985) was a British jockey and racehorse trainer, who gained the nickname "The Head Waiter" due to his "come from behind" riding style. In a 27-year riding career, Wragg rode over 1700 winners in Britain and Ireland, including three victories in the Epsom Derby and ten in other British Classic Races. He then embarked on a successful 36-year training career, in which he trained many important winners including five more classics. He retired in 1982 and died three years later.