Page 63 - The Hunt - Spring 2019
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        Jonathan Sheppard.
   Trainer
Jonathan Sheppard
In his long and storied career, Hall of Fame trainer Jonathan Sheppard has won more than 1,000 races and 3,000 flat races and trained two Breeders’ Cup winners and a Breeders’ Cup steeplechase champion. He also led all U.S. jump-racing trainers in earnings for 18 straight years (1973-1990), totaling more than $20 million in purses.
At 78, Sheppard still loves his work and has no plans to retire. “I feel fortunate in making a living doing something I would do as a hobby for free,” he says.
Last year, at the Pennsylvania Horse Breeders Association’s annual dinner at Hotel Hershey, Sheppard earned honors for breeding both the 2-Year-Old Filly Champion, Daisy, and Steeplechase Champion All the Way Jose. He was also honored with the presentation of the PHBA’s first Lifetime Achievement Award. Raised in England, he came to the United States at 21 as a jockey. That was in 1961. As a trainer, he's hands on, galloping horses well into his 60s. “I really enjoyed working horses, and I think it helped me to be a better trainer,” he says.
Janet Elliot, Sheppard’s one-time protégé and a Hall of Fame trainer herself, says Sheppard has a rare gift for listening to
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