Jonathan Sheppard could be on the cusp of history. The 68-year-old trainer navigated a stellar season with Augustin Stable’s Forever Together. In March, the 4-year-old filly refused to train. By November, she had won the Breeders’ Cup Filly and Mare Turf and a possible Eclipse Award as the leading turf filly or mare. With her Eclipse Award, Sheppard would join fellow Hall of Famer Sidney Watters Jr. as the only men to train a champion over jumps and on the flat.
Sean Clancy (20 January 2009 - Issue Number: 11)