Gaspar was drafted with the first pick in the 1993 National Draft by the Sydney Swans. He debuted against the Adelaide Crows in round three of the 1994 AFL season and injured his medial ligament in the third quarter, which resulted in him playing only five games for the year.
Robert Walls was influential in getting Gaspar to Richmond and he provided the emerging full-back with vital experience, playing him on Jason Dunstall and Tony Lockett in his first few games with the club.
His consistency saw him hold down the full-back position for over a decade with the Tigers. He finished runner-up in the Jack Dyer Medal behind Andrew Kellaway[1] and earned All-Australian selection in 2000. Gaspar continued his good form in 2001, winning the Jack Dyer Medal and helping Richmond reach the finals for the first time since the 1995 AFL season.[2] For the second consecutive year, he was named in the All-Australian team. He turned down a lucrative offer from the Fremantle Dockers at the end of the 2001 AFL season and remained at the Tigers.[3]
Injuries took a toll on him towards the end of his playing career, but he continued to give Richmond valuable service in the back half. At the age of 31 years, Gaspar announced his retirement after the fifth round of the 2007 AFL season, finishing on 228 games, after a disagreement with his coach, Terry Wallace, over his position in the team.[4]
