レーシングポストトロフィー
Later, Fortune became jockey for David Barron, then took a retainer with Jack Ramsden after Kieren Fallon left. This led to him becoming the retained jockey for Robert Sangster in 1998, when Peter Chapple-Hyam was his trainer. His first Group 1 win was on Commander Collins in that season's Racing Post Trophy. Following that, he rode for Paul Cole.