Cheltenham Gold Cup was responsible for all of the first five horses to finish – Bregawn, Captain John, Wayward Lad, Silver Buck and Ashley House. The 1986 winner, Dawn Run, is the only horse to have ever won both this race and the leading hurdle event, the Champion Hurdle. One of the most popular horses to win the Gold Cup was Desert Orchid, a grey who won the event in 1989. The following year's running was won by Norton's Coin, whose starting price of 100/1 represents the race's longest ever winning price. The entire Cheltenham Festival was cancelled in 2001 because of an
Bet365 Gold Cup the company's chairman, who had twice ridden in the Grand National as an amateur jockey. It was the first commercial sponsorship in British sport, and the longest-running until it ended in 2001. In recent years the race has been sponsored by At the Races (2002–03), Betfred (2004–07) and Bet365 (2008–). The record for the longest-running sponsorship of a British horse race is now held by the Hennessy Gold Cup, which was launched seven months after the "Whitbread" and was sponsored by Hennessy until the 2016 running. The Bet365 Gold Cup takes place at a meeting which features both jump and