| Season | Winner |
| 1996-97 | L Prince |
| 1997-98 | J Graves |
| 1998-99 | D Adams |
| 1999-00 | T O’Hanlon |
| 2000-01 | P Eberhard |
| 2001-02 | J Pascoe |
| 2002-03 | D Adams |
| 2003-04 | A Rusmir |
| 2004-05 | P Eberhard |
| 2005-06 | A Rusmir |
| 2006-07 | R Gandhi |
| 2007-08 | S Barker |
| 2008-09 | D Quamil |
| 2009-10 | J Graves |
| 2010-11 | J Bogie |
| 2011-12 | |
| 2012-13 | L Gill |
| 2013-14 | S Barker |
| 2014-15 | G Smith |
| 2015-16 | T Kakaday |
| 2016-17 | J Graves |
| 2017-18 | S Jordan |
| 2018-19 | G Meddings |
| 2019-20 | C Dalla Riva |
Trinity Willison Cricket ClubEst. 1935