Harry began his career as a jockey before becoming a Pupil Assistant and then an Assistant Trainer for Paul Nicholls.

During his six years in that role Harry worked closely alongside the 14 times Champion Trainer as the Ditcheat-based operation landed the trainers championship on three occasions and was runner-up on the other three seasons.

In his first full season with his own licence, Harry produced some amazing results. The 2023/24 campaign ended with 44 winners from 179 runners, an impressive 25% win strike rate.

The 2024/25 season brought 57 winners, increased prize money and a Punchestown Festival winner.

At Cheltenham in November 2025, One Horse Town became the team’s first Grade 2 winner and then in May 2026 Harry trained his first Grade 1 winner when Le Frimeur won at Punchestown.