Jimmy Winkfield (US). Years active: 1900s. Won back to back Kentucky Derbies with His Eminence in 1901 and Alan-a-Dale in 1902. Winkfield also won the Latonia Derby, New Orleans Derby, Clark Handicap and Tennessee Derby, but it was in Europe where he had the biggest impact, winning a whole host of classic races including the Russian Derby (four times), Russian Oaks (five times), the Warsaw Derby (twice), the Prix President de la Republic and the Grand Prix de Deauville (two of France’s most renowed races, then and now).