Grant was recruited by the Footscray Football Club (now Western Bulldogs) in the 1988 VFL Draft at pick number 105, and played his first AFL game in 1990 at the age of 17.
He polled 27 votes in the 1997 Brownlow Medal, one more than winner Robert Harvey; however, he was ineligible for the award due to a one-match suspension for striking Hawthorn's Nick Holland.
[2] The incident (high contact while attempting to spoil a mark) was not deemed reportable by the umpires but Director of Football Operations Ian Collins decided Grant should be sent to the tribunal.
He missed the 2003 season to an ACL injury sustained in Round 1; his absence in the team was severely felt as the Bulldogs ended up finishing last on the AFL ladder.
He held the director role of the club's football department until he resigned in 2024 as a result of a tumultuous relationship with head coach, Luke Beveridge.