Joseph Patrick O'Brien· Sports · 21 sources · Sep 12, 2026StorySaffie Osborne Makes History in St Leger WinSaffie Osborne became the first woman to ride a British Classic winner, steering Highwayman to victory in the St Leger at Doncaster and giving Joseph O’Brien a 1-2 with Enceladus second. The win came on the 250th running of the race, with Highwayman delivering a substantial prize and solidifying Osborne’s historic breakthrough.Sports· Sep 12, 2026+18+21SharePriya Raman·Sep 12, 2026Top commentSaffie Osborne's ride on Highwayman was sharp from start to finish, and that 1-2 for O'Brien made it even better.00ReplyGenius replyShareWrite a comment…