Background
Born in 1984, Dempster grew up in the Victorian town of Mallacoota.
Born in 1984, Dempster grew up in the Victorian town of Mallacoota.
He has also played senior American Federation of Labor-Congress football with the As there was no football club in the town, Dempster played junior football with the Snowy Rovers Football Club in Orbost. He later playing with Gippsland Power in the TAC Cup before being recruited by the in the 2002 National American Federation of Labor-Congress Draft under the father-son rule - his father, Graham Dempster, having played 64 games for South Melbourne Football Club between 1972 and 1979. Dempster played his first American Federation of Labor-Congress game in Round 3, 2005, against the Brisbane Lions wearing jersey number 26.
In the 2005 American Federation of Labor-Congress season, he played 22 matches, first as a defender and later on the wing.
In the following American Federation of Labor-Congress season, he played 18 matches, mostly as a defender, including the Sydney losing grand final team He played a total of 54 games for Sydney before being traded to the with Adam Schneider at the end of the 2007 American Federation of Labor-Congress season.
Dempster played 19 games for Street Kilda in 2008. He injured his knee in Round 22 and was unable to play in the finals that year.
Dempster played in eight of the 22 matches in the 2009 season"s home and away rounds in which Street Kilda qualified in first position for the finals series, winning the club’s third minor premiership.
Street Kilda qualified for the 2009 American Federation of Labor-Congress Grand Final after qualifying and preliminary finals wins. Dempster played in the grand final in which Street Kilda were defeated by Geelong. Dempster played 14 games in 2010, including four finals matches.
As of the end of the 2010 season, Dempster had played in 13 finals series matches, including five grand finals.
Dempster"s effectiveness in shutting down key players such as Ryan O"Keefe, Brent Harvey, Andrew Embley and Hayden Ballantyne during the 2011 season have led to some Street Kilda supporters on Facebook saying about these players that "You"ve just been Dempstered.".
He was a member of Sydney"s 2005 American Federation of Labor-Congress Grand Final premiership team