Bobby Ussery (Robert Nelson Ussery; September 3, 1935 – November 16, 2023) was a Hall of Fame American Thoroughbred jockey widely regarded as one of the most skilled riders of the 1950s and 1960s. Born in Vian, Oklahoma, Ussery began riding at a young age and won his first professional race at Fair Grounds Race Course in 1951, launching a career that would produce 3,611 victories and numerous major stakes wins. He captured the 1960 Preakness Stakes aboard Bally Ache and later won the 1967 Kentucky Derby on Proud Clarion, cementing his reputation as one of racing’s elite riders. Known for his bold outside-to-rail riding move at Aqueduct, a tactic famously dubbed “Ussery’s Alley,” he became a dominant figure on the New York racing circuit during the height of the sport’s golden era. Ussery retired in 1974 and was inducted into the National Museum of Racing and Hall of Fame in 1980, leaving behind a legacy as one of the most respected and accomplished jockeys of his generation.