Over the years, Rupertswood has produced many fine players who have gone on to compete successfully at the elite level.

2001      James Kelly                      Geelong

2002      Brad Murphy                     Footscray

2004      Matthew Little                   Hawthorn

2004      Jessie Smith                    Carlton

2004      Matthew Egan                  Geelong

2010      Taylor Hine                       Gold Coast Suns