Harry Skelton is the younger son of Olympic gold medal winning showjumper Nick Skelton and stable jockey to his older brother, Dan, at Lodge Hill, near Alcester, Warwickshire in the West Midlands. In 2018/19, Skelton Jnr. enjoyed far and away his most successful season so far, with 178 winners – including his first Grade One winner, Roksana, in the David Nicholson Mares’ Hurdle at the Cheltenham Festival – and over £2 million in prize money.
In the curtailed 2019/20 campaign, his seasonal tally fell to 97 winners, but nonetheless included two more Grade One winners, Allmankind in the Coral Final Juvenile Hurdle at Chepstow and Politologue, trained by Paul Nicholls, in the Betway Queen Mother Champion Chase at the Cheltenham Festival. Indeed, Skelton was named Jockey of the Month for March, 2019 as a result of his victory on the latter.
However, Skelton had recorded his first winner at the Cheltenham Festival three years earlier, courtesy of Superb Story, trained by his brother, in the Vincent O’Brien County Handicap Hurdle in 2016. Sent off at 8/1 third-favourite, behind 7/1 joint-favourites Great Fields and Wait For Me, the five-year-old could be called the winner some way from home and ran on strongly in the closing stages to beat Fethard Player by two-and-a-half lengths; in so doing, he also became a first Cheltenham Festival winner for Dan Skelton.