Recruited from Ivanhoe Amateurs in the Victorian Amateur Football Association, Miles spent three seasons at Collingwood, in which he played 31 of a possible 68 senior matches, before being delisted.
He moved to Western Australia in 1985 after being recruited by Claremont, for whom he played a total of 73 senior matches over the next seven seasons. He was part of the inaugural West Coast list and debuted in their inaugural VFL game at the start of the 1987 season. Miles was a regular with the Eagles for three seasons, during which he played mostly in defence but also showed his ability in attack, such as when he kicked five goals from eight kicks in a 76-point win over Carltonduring 1989.
However, 1990 saw Miles struggling to get a game as a champion defence led by Guy McKenna and John Worsfold emerged. Consequently, Miles returned permanently to Claremont and played in their 1990grand final loss to Swan Districts. The following season Miles did not play in the AFL but was a member of the Tigers' 1991 premiership team, by which time he had been moved permanently into attack and formed a deadly combination with future Brisbane, Sydney and Fremantle full-forward John Hutton.[1] He would have played for the WAFL against the SANFL but for an appointment in Victoria.[1]
A four-time Western Australian interstate representative, he was traded to Geelong in the 1991 AFL Draft, thus missing out on West Coast's premierships in 1992and 1994. However, he did play in the 1992 AFL Grand Final, in which Geelong lost to his former club West Coast. After spending much of the first half of 1992 back in defence and then six rounds in the reserves, Miles returned to attack and, after promotion to the Cats' senior team, kicked seven goals in a game against Melbourne and followed it up with five goals in each of the next two rounds.
The following year, 1993, Miles won a premiership with local Bellarine Football League side, Barwon Heads, before becoming president of the club until 2006. Miles was the foundation coach of controversial ninth Westar Rules club Peel Thunderin 1997. The Thunder suffered a string of dreadful thrashings in 1997 and won only one game by three points, but Miles[2] set a target of six wins for 1998.[a] After the Thunder remained winless nine games into the season, however, Miles abruptly resigned, saying that he had given up trying to improve the club.[2]
Western Australia 18.19 (127) defeated South Australia 12.16 (88), at Football Park, 27 May 1986
Western Australia 21.11 (137) defeated Victoria 20.14 (134), at Subiaco Oval, 8 July 1986