In 2012, he became the first former football player to train a -winning horse. Originally from Wangaratta, Victoria, Hickmott originally played for the Wangaratta Rovers in the Ovens & Murray League (O&M). Falling into Essendon"s recruiting zone, he did not play for the club, and entered the 1990 American Federation of Labor-Congress Pre-season Draft, where he was selected by Melbourne with pick 45.
Hickmott played two games for the club in the 1990 season, debuting against Street Kilda in round 13 and playing again the following week, against North Melbourne.
Although remaining on the club"s list in 1991, he did not play another senior game for the club After quitting football, Hickmott moved to Murray Bridge, South Australia, joining his father, John Hickmott, in training horses.
From there, he returned to Victoria to work under Colin Little, and later worked with Tony Vasil and Alan Bailey. In 2001, racehorse owner Lloyd Williams offered him a position at his stables, which he accepted.