Jeffrey Medal Winners
| Year | Winner | Club |
| 2022 | Cain Rangi | Menai |
| 2021 | Not Contested | |
| 2020 | Jack Remond | Sydney Harbour |
| 2019 | Joe Manoa | Engadine |
| 2018 | Tuafale Meni | Merrylands |
| 2017 | Harrison Wright | Wakehurst |
| 2016 | Not Contested | |
| 2015 | Epineha Cribb | Manly Savers |
| 2014 | Not Contested | |
| 2013 | Patrick Burfitt | Redfield Old Boys |
| 2012 | Andrew Lima | Rouse Hill |
| 2011 | Rohan Aalders | Sydney Harlequins |
| 2010 | Steve Irwin | Sydney Harlequins |
| 2009 | Tom Solomon | Rouse Hill |
| 2008 | Tom Solomon | Rouse Hill |
| 2007 | Tom Solomon | Rouse Hill |
| 2006 | Tuva Naivalu | Canterbury |
| 2005 | Boysie Wigare | Burraneer |
| 2004 | Stacey White | Matraville |
| 2003 | Peter Missio | Hills |
| 2002 | Ben Numanga | Hurlstone Park |
| 2001 | Matt Ward | Burraneer |
| 2000 | Greg Sweenry | Liverpool |
| 1999 | David Witt | Burraneer |
| 1998 | Koani Natapu | Marrickville |
