Lester Piggott leads all jockeys with 11 Ascot Gold Cup victories, winning with Zarathustra (1957), Gladness (1958), Pandofell (1961), Twilight Alley (1963), Fighting Charlie (1965), Sagaro (1975, 1976 and 1977), Le Moss (1979), and Ardross (1981 and 1982). However, Frankie Dettori is closing in quickly, owning nine victories as of 2024.