Career
He was drafted by Street Kilda with the 24th selection of the 2008 Rookie Draft and after two seasons with Street Kilda"s Victorian Football League (VFL) affiliate Casey Scorpions, Miles was elevated to Street Kilda"s senior list with the 93rd selection in the 2009 American Federation of Labor-Congress Draft. Miles made his senior American Federation of Labor-Congress debut in round 21 of the 2010 American Federation of Labor-Congress season. He played again the next week, but was dropped from the senior team for the finals series.
After winning the 2010 American Federation of Labor-Congress Grand Final sprint, Miles was delisted by Street Kilda on 10 October 2010.
Miles returned to Swan Districts for the 2011 WAFL season.