Career
Shepherd was born at Cockhill, near York on 9 October 1765.[1] He had an ideal build for a jockey and became an apprentice at the stables of John Tesseyman at Moor Monkton near his home aged only 12.[2][1] According to some sources he would ride his first race four years later.[2] In others his first race is said to be on a horse called Dusty Miller in an "ever-to-be-remembered race" between Pacolet and Partington in 1784.[1]
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Having established his reputation as a jockey, he was hired to ride the horses of Richard Savile, the future Earl of Scarbrough, and later to train them as well, at stables at Langton Wold in Malton.[2][1] He would also ride for the Reverend Mr Goodriche.
After several years in Malton, he moved south to Newmarket to ride and train for Lord Foley, for which he was paid an annual retainer of £200.[2][3] It was for Foley that he would have his single success in the Derby, on Paris in 1806, winning by a head from a field of twelve.[4]
A further move would see him ride for Sir M M Sykes.[2][1] He would also ride for Henry Peirse and Sir Frank Standish.[1] He would twice win the St Leger for Gilbert Crompton - on Lounger in 1797 and Quiz in 1801 - and once, aged nearly 50, for the Duke of Hamilton on William in 1814. Other horses on which he made his name included Cammillus, Magistrate, Prime Minister, Sir Malagigi, Rosetta, Rosanne, Reveller, Lisette, Scancalaldi, Epperston, Cambyses and Consul.[1]
