Colin Bradford Memorial Award
| Season | Clubman | Sportsmanship - Large Clubs | Sportsmanship - Small Clubs |
| 1996/97 | Harry Skinner (Ringmer Rovers Junior) | Forest Row Junior | Ringmer Rovers Junior |
| 1997/98 | Paul Neale (Jarvis Brook Juniors) | Crowborough Athletic St. | Leonards Stamcroft (Youth) |
| 1998/99 | Jan Coster (League Secretary) | Uckfield Grasshoppers | Rusthall Boys |
| 1999/00 | Ben Coombes & Laurie Frowde (Pembury Athletic) | Tonbridge Junior | Matfield |
| 2000/01 | Not awarded | Paddock Wood | East Hoathly Eagles |
| 2001/02 | Mark Hanley ( Langton Green Sports Club) | Langton Green Sports Club | North Tonbridge Junior |
| 2002/03 | Steve Hensher (Hastings Town Youth 2000) | Langton Green Sports Club | Polegate Grasshoppers Youth |
| 2003/04 | Not awarded | Hailsham United Junior | Cranbrook Town Junior |
| 2004/05 | Annetta Sherwood (Lingfield Youth) | Tonbridge Junior | Groombridge Saracens |
| 2005/06 | Mick & Vivien Humphrey (Forest Row Junior) | Jarvis Brook Juniors | East Hoathley Eagles Junior |
| 2006/07 | Ian Bennett (Uckfield Grasshoppers) | Tenterden Tigers | Rotherfield Junior |
| 2007/08 | Mrs Pat Taylor (Hastings Town Minors Youth 2000) | Rotherfield Junior | Robertsbridge Rovers Junior |
| 2008/09 | Mike Tottle (CDJFL & Langton Green) | Maresfield Dynamo Junior | Eastbourne Borough Youth |
