| Season | Winner |
| 1998-99 | A Poulton |
| 1999-00 | R Denovan |
| 2000-01 | J Abel |
| 2001-02 | S Daly |
| 2002-03 | C Szabo-Bencze |
| 2003-04 | A Patton |
| 2004-05 | T Patton |
| 2005-06 | J Dickinson |
| 2006-07 | Z Dickinson |
| 2007-08 | S Badrock |
| 2008-09 | P Clancey |
| 2009-10 | J Barker |
| 2010-11 | J Barker |
| 2011-12 | D Panopoulos |
| 2012-13 | T McKenna |
| 2013-14 | L Smith |
| 2014-15 | A Christie/S Morris |
| 2015-16 | |
| 2016-17 | A Christie |
| 2017-18 | S Jordan |
| 2018-19 | R Symons |
| 2019-20 | E Thwaites |
Trinity Willison Cricket ClubEst. 1935