[1] She competed in eventing and won six medals at pony, junior and youth European championships, riding Little Indian Feather and Lakantus, both owned by Lord and Lady Blyth.
[3][2] In 2021 Osborne came second behind Marco Ghiani in the apprentice championship in spite of having to take two weeks off in July after she sustained a leg injury in the starting stalls at Newmarket, and then having a second operation on her arm in October.
[4][5] Osborne was a member of the winning "Girls" team in the 2023 Shergar Cup, the first time she had participated in the event.
[7] On 4 May 2024, Osborne had her first ride in a Classic race when she rode 40/1 outsider Ten Bob Tony, trained by Ed Walker, into 8th place in the 2000 Guineas at Newmarket.
[8] In June 2021, after Osborne was the subject of threats on social media, her father contacted police; this led to a wider debate about online abuse of racing participants.