Foaled on March 29, 1917, Man o’War was arguably the greatest American racehorse in history and set a standard by which future generations of thoroughbreds would be measured. ‘Big Red’, as he was known, suffered the one and only defeat in his otherwise indomitable 21-race career when beaten a neck by the aptly-named Upset in the Sandford Memorial Stakes at Saratoga Race Course on August 13, 1919.
Of course, the term ‘Triple Crown’ would not be coined, officially, for another decade, but its component races – namely the Kentucky Derby, Preakness Stakes and Belmont Stakes – had co-existed since 1875 and the first horse to win all three was Sir Barton in 1919. As a three-year-old, Man o’War won the Preakness Stakes at Pimlico Race Course by 1½ lengths from the aforementioned Upset, who had finished second in the Kentucky Derby, and the Belmont Stakes at Belmont Park by 20 lengths from his sole rival, Donnacona.
The venue for the Kentucky Derby, Churchill Downs in Louisville, Kentucky, is officially in the
Southeastern United States, but was nonetheless considered part of the hated ‘West’ by the owner of Man o’War, Samuel Doyle Riddle, who avoided entering his horses in the ‘Run for the Roses’. Geographical bias aside, Riddle also considered the Kentucky Derby, run over a mile and a quarter on the first Saturday in May, too far, too soon for three-year-olds so early in the campaign. In any event, Man o’War was not even entered in the Kentucky Derby, so could not win the American Triple Crown.
In the final race of his career, Man o’War faced Sir Barton, by now a four-year-old, in a match race for the Kenilworth Park Gold Cup, over a mile and a quarter at Kenilworth Park in Windsor, Ontario on October 12, 1920. In receipt of 6lb, weight-for-age, Man o’War was sent off at 1/20 and justified such prohibitive odds, winning easily by 7 lengths.