Which jockey holds the record for the highest number of Cheltenham Festival winners in a single year?

The jockey who holds the record for the highest number of Cheltenham Festival winners in a single year is Rupert ‘Ruby’ Walsh. Walsh retired from the saddle on May 1, 2019, just two weeks shy of his fortieth birthday but, by the end of his career, had ridden a total of 59 Cheltenham Festival winners and become leading jockey at the Festival on 11 occasions between 2004 and 2017. Walsh rode his first Cheltenham Festival winner on Alexander Banquet in the Champion Bumper, as an 18-year-old amateur, in 1998 but, as a professional, rode seven winners over the four days of the Festival not once, but twice.

His first record-breaking haul came in 2009, when his notable winners included Master Minded in the Queen Mother Champion Chase, Big Buck’s in the World Hurdle, now the Stayers’ Hurdle, and Kauto Star in the Cheltenham Gold Cup, all for Paul Nicholls. Of course, Walsh and Nicholls parted company in 2013, with Walsh choosing to concentrate on riding for Irish champion trainer Willie Mullins. However, the end of one of the most successful partnerships in the history of National Hunt racing did Walsh little harm as far as the Cheltenham Festival was concerned. Indeed, in 2016, Walsh equalled his own record by riding seven winners, all trained by Mullins, at the Festival. Notable winners that year included Douvan in the Arkle Challenge Trophy, Annie Power in the Champion Hurdle and the ill-fated Vautour in the Ryanair Chase.

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