Samuel Chifney Jnr, born in 1786, was the younger son of the celebrated rider Samuel Chifney Sr and one of the most naturally gifted English jockeys of the early 19th century. He emerged as a major figure at Newmarket in the spring of 1805, when he won the Claret Stakes aboard Pavilion for Lord Darlington, defeating the previous year's Derby, Oaks and St Leger winners. In terms of sheer talent he reportedly outshone all his contemporaries, though they also used to say that he possessed 'a self-destruct button and a fatal tendency to press it', proving that his brilliance was not always converted into lasting achievement. Chifney nevertheless enjoyed a remarkable racing career. He won the Oaks five times: on Briseis (1807), Sorcery (1811), Landscape (1816), Shoveller (1819) and Wings (1823). He also took the Derby twice, on Sam (a horse named after himself) in 1818 and on Sailor in 1820. In 1843, at the age of fifty-seven, he added the One Thousand Guineas to his record when he rode Extempore to victory. Alongside his brother William Chifney, who was a trainer, he ran stables at Newmarket, training horses for both Mr Thornhill and Lord Darlington. The brothers also maintained a small stud of their own, but financial difficulties forced the sale of their horses in June 1834. Samuel Chifney Jnr died in Hove, Sussex, in 1854 and was buried in the churchyard of St Andrew's.