Colts Medal Winners
| Year |
Winner |
Club |
| 2019 |
Jack Crombie |
Forest |
| 2018 |
Ben Rooney |
Hunters Hill |
| 2017 |
Josh Bones |
Epping |
| 2016 |
Jack Hardy |
Forest |
| 2015 |
Max Maddison |
UNSW |
| 2014 |
Charles Cradock |
Hills |
| 2013 |
Chris Charlwood |
Balmain |
| 2012 |
James Curnow |
Balmain |
| 2011 |
Nick Gillespie |
Old Ignatians |
| 2010 |
Sam Jenkins |
Barker Old Boys |
| 2009 |
Will Martin |
Colleagues |
| 2008 |
Johnathon Broome |
Lindfield |
| 2007 |
Lachlan Bursle |
Roseville |
| 2006 |
Steve Quinn |
Petersham |
| 2005 |
Jordan Thompson |
Colleagues |
| 2004 |
Steve Goodare |
Mosman |
| 2003 |
Dan Kelly |
Colleagues |
| 2002 |
Karl Hamilton |
Mosman |
| 2001 |
Clayton Moise |
Dundas |
| 2000 |
William Bye |
Dundas |
| 1999 |
Peter Minucos |
Colleagues |
