| Bridgend & District League | ||||||
| Past Winners | ||||||
| Secretary of the Year / Most Sporting Senior & Junior Teams | ||||||
| Season | Secretary | Club | Most Sporting Senior | Most Sporting Junior | ||
| Roger Cooke Memorial Shield | Richard Harris Memorial Shield | Referee of the Year | ||||
| John Phillips Award | Gary Davies Award | |||||
| 2015-2016 | Kevin Butterworth | Penyfai FC | Carn Rovers | Jamie Dobbins | ||
| 2014-2015 | Andrew Jones | Maesteg Park | Carn Rovers | Bryntirion U14 B | Brian McGlinchey | |
| 2013-2014 | Kevin Butterworth | Penyfai FC | Gilfach MOD's | Bridgend Town U14 B | Leighton Barnard | |
| 2012-2013 | Andrew Jones | Maesteg Park FC | Aberkenfig Con | Aberkenfig BGC U14 B | Paul Jacka | |
| 2011-2012 | Stan Norris | Wyndham BC | Penyfai FC | Llangeinor Rgs U14 | Colin Jones | |
| 2010-2011 | Mark Fearn | Bracka Juniors | Brackla FC | Llan Rangers U14 | ||
| 2009-2010 | Derek Williams | Caerau BC | Aberkenfig Con | Brynna Jns U12 | ||
| 2008-2009 | Lee Thomas | Broadlands | Aberkenfig Con | Brackla U12 | ||
| Gary Warner | Bridgend League | |||||
| 2007-2008 | Derek Williams | Caerau BC | Bettws FC | Bridgend Town A | ||
| 2006-2007 | Mark Evans | Bryntirion Ath Jns | Garw SBGC | Penyfai FC U14 | ||
| 2005-2006 | Alan Coles | FC Maesteg | Gilfach | Brackla U12 | ||
| 2004-2005 | Paul Davies | Pencoed | Tondu Robins | Cefn Cribwr BC U14 | ||
| 2003-2004 | Ron Bradbury | Brackla | Brynna | Wyndham BC U14 | ||
| 2002-2003 | Chris Tobin | GWR | FC Maesteg | Cefn Cribwr BC U16 | ||
| 2001-2002 | David Williams | Pant Yr Awel | Brynna | Sporting EV U12 | ||
| 2000-2001 | Robin Jones | Bridgend League | Llantwit Major | Bridgend Town U12 | ||
| 1999-2000 | Richard Harris | Bridgend Town | GWR | Wyndham BC U14 | ||
| 1998-1999 | Derek Williams | Caerau BC | Llanharan | Gilfach FC U12 | ||
| 1997-1998 | Chris Hembrow | Tonyrefail BC | Llanharan | Llan Rangers B U12 | ||
| 1996-1997 | Gwyn John | Llantwit Major | Llantwit Major | Brynna Juniors | ||
| 1995-1996 | Kath Bound | Aberkenfig BC | Gilfach | Bridgend Town Juniors | ||
| 1994-1995 | Glyn Williams | Sony Music | Sony Music | Brackla FC | ||
| 1993-1994 | Martin Ronan | Caerau All Whites | FC Maesteg | Bettws BC | ||
| 1992-1993 | Bill Winkley | Brackla | Wyndham BC | Sporting EV | ||
| 1991-1992 | Stan Norris | Wyndham BC | Garw FC | Pencoed Youth Centre | ||
| 1990-1991 | Gwyn John | Llantwit Major | MGM Rovers | Wyndham BC | ||
| 1989-1990 | --- | --- | Maesteg Rangers | Bridgend YMCA | ||
| 1988-1989 | --- | --- | Gilfach | Vale Utd | ||
| 1987-1988 | --- | --- | Maesteg Rangers | Garw Valley 33 BC | ||
| 1986-1987 | --- | --- | Glanrhyd | Brackla FC | ||