[First awarded in 2008]
2016/17
Henry Jones (Bangor City)
2015/16
James Murphy (Airbus UK Broughton)
2014/15
Sean Miller (Gap Connah's Quay)
2013/14
Sam Finley (The New Saints)
2012/13
Ryan Fraughan (The New Saints)
2011/12
Kai Edwards (Neath FC)
2010/11
Chris Jones (Neath FC)
2009/10
Craig Jones (The New Saints)
2008/9
Lee Idzi (Haverfordwest County)
2007/8
Ashley Stott (Bangor City)

2016/17
Jason Oswell (Newtown AFC)
2015/16
Marc Williams (Llandudno FC)
2014/15
Chris Venables (Aberystwyth Town)
2013/14
Chris Venables (Aberystwyth Town)
2012/13
Mike Wilde (The New Saints)
2011/12
Mark Jones (Bala Town)
2010/11
Rhys Griffiths (Llanelli AFC)
2009/10
Liam McCreesh (Port Talbot Town)
2008/9
Gareth Owen (Rhyl FC)
2007/8
Rhys Griffiths (Llanelli AFC)
2006/7
John Leah (The New Saints)
2005/6 
Rhys Griffiths (Port Talbot Town)
2004/5
Steve Evans (Total Network Solutions)
2003/4
Timmy Edwards (Rhyl FC)
2002/3
Simon Davies (Bangor City)
2001/2
Marc Lloyd Williams (Bangor City)
2000/1
Graham Evans (Caersws FC)
1999/0
Richard Jones (Barry Town)