| Season | Winners |
| 2025-26 | Jo Christian |
| 2024-25 | Jo Christian |
| 2023-24 | Nathaniel Monk |
| 2022-23 | Nathaniel Monk |
| 2019-20 | Nathaniel Monk |
| 2018-19 | Nathaniel Monk |
| 2017-18 | Nathaniel Monk |
| 2016-17 | Nathaniel Monk |
| 2015-16 | Nathaniel Monk |
| 2014-15 | Nathaniel Monk |
| 2013-14 | Nathaniel Monk |
| 2012-13 | Nathaniel Monk |
| 2011-12 | Nathaniel Monk |
| 2010-11 | Howard Bowen |
| 2009-10 | Andrew Roberts |
| 2008-09 | Adrian Howe |
| 2007-08 | Nathaniel Monk |
| 2006-07 | |
| 2005-06 | John Lyons |
| 2004-05 | Adrian Howe |
| 2003-04 | John Lyons |
| 2002-03 | John Lyons & H. Bowen |
| 2001-02 | T. Monaghan |
| 2000-01 | Adrian Howe |