Lester Berchart Reiff (1877–1948) was an American jockey who achieved racing acclaim in the United Kingdom in the first decade of the twentieth century. In 1900, he was the number one jockey racing in Britain based on earnings, beating other prominent American jockeys such as Tod Sloan, Danny Maher, Skeets Martin and his younger brother, John Reiff, that were also racing in Britain at the time.