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Saffie Osborne Makes History as First Female Jockey to Win a British Classic

Osborne rode Highwayman to a 11-1 upset and led a Joseph O'Brien one-two in the world's oldest Classic.

  • On Saturday, Saffie Osborne became the first woman to win a British Classic, riding 11-1 shot Highwayman to victory in the Betfred St Leger at Doncaster on the 250th anniversary of the world's oldest Classic Flat race.
  • Winning trainer Joseph O'Brien secured a one-two finish as Enceladus took second, two-and-a-half lengths back, while Aidan O'Brien's bid for a fourth consecutive St Leger failed when favorite Christmas Day finished ninth.
  • Osborne, who had no ride for the race on Monday morning, told ITV Racing: "I don't think I've ever been speechless in my life and I didn't have this on the bingo card for this week."
  • The 24-year-old, daughter of former National Hunt jockey Jamie, previously rode in the 2000 Guineas two years ago. Her victory follows Rachael Blackmore, who became the first female jockey to win the Grand National.
  • Osborne's career extends internationally; she previously rode Heart Of Honor in the Preakness Stakes and Belmont Stakes, two legs of the American Triple Crown, establishing her on the global racing stage.
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Saffie Osborne makes history as first female jockey to win a British Classic

Saffie Osborne has become the first female jockey to win a British Classic horse race while riding Highwayman in the St Leger at Doncaster

·New York, United States
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The IndependentThe Independent
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Osborne becomes first ever female jockey to win a British Classic

Osborne rode to a historic victory on Highwayman on the 250th anniversary of the world’s oldest Classic

·London, United Kingdom
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Winnipeg Free Press broke the news in Winnipeg, Canada on Saturday, September 12, 2026.
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