Saffie Osborne made history by becoming the first female jockey to win a British classic horse race, guiding Highwayman to victory in the Betfred St Leger at Doncaster on Saturday. The win marked a significant milestone in the 250th running of the event, which is recognized as the oldest classic race in the world.

Osborne, 24, was given the ride on Highwayman, an 11-1 outsider and recent winner of the Vinnie Roe Stakes, after an impressive season. As the field entered the lengthy final straight at Doncaster, Osborne, riding for trainer Joseph O’Brien, positioned Highwayman strongly before making her decisive move in the final furlong. The Ballydoyle stable’s contenders appeared to have been left behind as Highwayman pulled clear, holding off a late challenge from Billy Loughnane aboard the 5-2 second favourite, Enceladus.

This victory also secured a one-two finish for O’Brien, underscoring his training prowess in the competitive race. Osborne’s breakthrough came unexpectedly, as she had not been initially slated to ride in the St Leger. Reflecting on the achievement in a post-race interview, Osborne said she was still in shock and overwhelmed by the support she received, noting that the triumph meant “the absolute world” to her.

Her success is seen as a landmark moment for female jockeys in the British flat racing scene, breaking longstanding barriers in a traditionally male-dominated sport. The St Leger victory adds to Osborne’s growing reputation and signals a potential shift in opportunities for women in elite horse racing events.