Jamie Osborne began his successful career as a Jump Jockey at 18, starting off with National Hunt Champion Trainer Nicky Henderson before becoming stable Jockey to Oliver Sherwood.  Having achieved just shy of 1000 winners, 65 at Grade level, highlights include riding 12 Cheltenham Festival winners in total, five of which he rode in the 1992 event.

Retiring due to an ongoing injury in 1999, he joined the training ranks in 2000, setting up shop in Upper Lambourn.  Jamie has enjoyed a number of big race wins on the Flat as a trainer including multiple Royal Ascot victories as well as the UAE Derby in 2014 with stable star Toast of New York.