| Year | Winning Manager | Team Name | |
| 2016/17 | Craig Frost | Interpenguins | (Click here for details) |
| 2015/16 | None | ||
| 2014/15 | Craig Frost | Too Hot for Keechy | (Click here for details) |
| 2013/14 | Andy Peaden | Perfect sTORm | (Click here for details) |
| 2012/13 | Colin Rigby | Ascot Albion | (Click here for details) |
| 2011/12 | Paul Gerrard | The Luminous Fish Effect | (Click here for details) |
| 2010/11 | Rob Bushell | Robbies Foulers | (Click here for details) |
| 2009/10 | Ian Cowburn | Sheikh ManCity | (click here for details) |
| 2008/09 | Rob Bushell | Robbies Foulers | (click here for details) |
| 2007/08 | Austin Kershaw | No Thong and Dance | (click here for details) |
| 2006/07 | Graham Highton | Fulchester United | |
| 2005/06 | Paul Keech / Lynne Stokoe | AC Peeanell | |
| 2004/05 | Rob Bushell | Lemonjelly | |
| 2003/04 | Tim Owen | Men Behaving Badly |