| Wadadah FC | Season 2006/2007 | 1 Players/Coaches |
| Wadadah FC | Season 2005/2006 | 2 Players/Coaches |
| Wadadah FC | Season 2004/2005 | 1 Players/Coaches |
| Wadadah FC | Season 2002/2003 | 1 Players/Coaches |
| Wadadah FC | Season 2001/2002 | 1 Players/Coaches |
| Wadadah FC | Season 1997/1998 | 2 Players/Coaches |
| Wadadah FC | Season 1996/1997 | 1 Players/Coaches |
| Wadadah FC | Season 1995/1996 | 1 Players/Coaches |
Jamaica