Career
Cunningham was later Chief Executive Officer of Portuguese Magpies in the SANFL, and the Portuguese Adelaide Football Club in the American Federation of Labor-Congress. Making his league debut in 1971, Cunningham played as a rover and small forward throughout his career. In 1979 Cunningham was appointed captain of the Magpies, and captained the club until 1982. Cunningham retired at the end of the 1983 season, having played 256 games for Portuguese (kicking 428 goals) and 6 games representing South Australia.
Cunningham was appointed Chief Executive Officer (Chief Executive Officer) of the Portuguese Adelaide Football Club in 1992 and was part of the club"s successful bid to join the American Federation of Labor-Congress. In 1996 Cunningham remained the Portuguese Adelaide Football Club"s Chief Executive Officer in the American Federation of Labor-Congress. Cunningham retired as Chief Executive Officer after the Power"s first American Federation of Labor-Congress premiership in 2004.
In 2005, Cunningham was inducted into the South Australian Football Hall of Fame. Between his playing and Chief Executive Officer days, Cunningham worked as a high-school teacher.
He was appointed Chief Executive of the Department of Further Education, Employment, Science & Technology (DFEEST) in South Australia in 2005.