Sir Harry (1924-1930) was an American Thoroughbred racehorse owned by the Seagram family stables who won the 1927 Coffroth Handicap, the then richest race in North America with a purse of $100,000. Race conditioned by future Hall of Fame trainer William Bringloe and ridden by the highly regarded young jockey , that same year Sir Harry ran second in the 1927 Preakness Stakes, the second leg of the U.S. Triple Crown series .