Simpson started his career at St Kilda, after being recruited from East Ballarat, but had to wait until his third season to play in a win. After being delisted he was picked up by a much stronger side in Geelong and went on to appear in 10 finals with the club, including the 1992 AFL Grand Final loss. In his first year at Geelong he gained two 'Best on Ground's at the Brownlow Medal count. He played mostly on the wing or as a tagger.
Victoria 17.14 (116) defeated Tasmania 14.20 (104), at North Hobart Oval, 28 May 1991
Queensland 23.14 (152) defeated Victoria 15.8 (108), at The Gabba, 16 July 1991