| Year | Jim Woodlock medallist | Club |
| 2004 | Greg Jarman | North Coffs |
| 2005 | Alex Pearson | Sawtell-Toormina |
| 2006 | Luke Matthews | Sawtell-Toormina |
| 2007 | Dean Nankervill | Port Macquarie |
| 2008 | Mark Couzens | Sawtell-Toormina |
| 2009 | Jack Gillingham | Sawtell-Toormina |
| 2010 | Jack Gillingham | Sawtell-Toormina |
| 2011 | Evan Duryea | Grafton |
| 2012 | Lee Anderson | Grafton |
| 2013 | Jesse Schmidt | Port Macquarie |
| 2014 | Aaron Clarke | Sawtell/Toormina |
| 2015 | Danniel Johnson | Sawtell/Toormina |
| 2016 | Brandt Lee | Sawtell/Toormina |
| 2017 | Harry Parker | Coffs Breakers |
| 2018 | Hamish Bird | Sawtell/Toormina |