Later, Fortune became jockey for David Barron, then took a retainer with Jack Ramsden after Kieren Fallon left.
His first Group 1 win was on Commander Collins in that season's Racing Post Trophy.
[2] He rode Expresso Star to win the 2009 Lincoln Handicap, taking home the £125,000 first place prize.
In his final race, he finished third on John Gosden's Nathra in the Sun Chariot Stakes at Newmarket.
At the time of his retirement he had won 1,780 races in Britain, the seventh highest total of jockeys currently riding.
His best single day was also at Ascot, when he won the 2008 Fillies' Mile on Rainbow View and the Queen Elizabeth II Stakes on Raven's Pass.