After experience on the
Pony racing circuit in Ireland, he began riding out for Richard Lister, a local flat trainer in
County Wexford, at the age of 16. Fitzgerald's first National Hunt yards were in South West England with John Jenkins and Richard Tucker. His first two winners came during this association at the end of 1988, the first being a horse called Lover's Secret at Ludlow on 11 December. During the 1991/2 National Hunt season, he rode for Jackie Retter, before he struck up a partnership winning 4 races on the horse
Duncan Idaho for Gerald Ham. After this, he was given a retainer to
Lambourn trainer
Nicky Henderson. He remained as the main stable jockey for
Henderson until the end of his jockeying career. Fitzgerald's big winners included the
1996 Grand National, on
Rough Quest, and the 1999
King George VI Chase and the
Cheltenham Gold Cup on
See More Business. He was leading jockey at the
Cheltenham Festival in 1999 and 2000. At the time he also rode for
Paul Nicholls, who at the time was an up-and-coming trainer, alongside his retainer with Henderson. Later in his career, Fitzgerald came back from injury to win the 2005
Hennessy Gold Cup on
Trabolgan at
Newbury for
Nicky Henderson. During the
2008 Grand National in which he was riding
L'Ami he fell at the second fence sustaining spinal injuries. This was the second injury of this type he sustained in the latter part of his career. On 7 August 2008 due to his injury, aged 38, Fitzgerald was forced into retirement. Although his career was cut short he is still one of the most successful jump jockeys of all time riding over 1250 winners. ==Career post retirement==