| W Connection FC | Season 2023/2024 | 1 Players/Coaches |
| W Connection FC | Season 2022/2023 | 4 Players/Coaches |
| W Connection FC | Season 2021/2022 | 7 Players/Coaches |
| W Connection FC | Season 2020/2021 | 8 Players/Coaches |
| W Connection FC | Season 2019/2020 | 10 Players/Coaches |
| W Connection FC | Season 2018/2019 | 9 Players/Coaches |
| W Connection FC | Season 2017/2018 | 13 Players/Coaches |
| W Connection FC | Season 2016/2017 | 28 Players/Coaches |
| W Connection FC | Season 2015/2016 | 29 Players/Coaches |
| W Connection FC | Season 2014/2015 | 21 Players/Coaches |
| W Connection FC | Season 2013/2014 | 31 Players/Coaches |
| W Connection FC | Season 2012/2013 | 21 Players/Coaches |
| W Connection FC | Season 2011/2012 | 32 Players/Coaches |
| W Connection FC | Season 2010/2011 | 21 Players/Coaches |
| W Connection FC | Season 2009/2010 | 18 Players/Coaches |
| W Connection FC | Season 2008/2009 | 27 Players/Coaches |
| W Connection FC | Season 2007/2008 | 13 Players/Coaches |
| W Connection FC | Season 2006/2007 | 10 Players/Coaches |
| W Connection FC | Season 2005/2006 | 13 Players/Coaches |
| W Connection FC | Season 2004/2005 | 14 Players/Coaches |
| W Connection FC | Season 2003/2004 | 12 Players/Coaches |
| W Connection FC | Season 2002/2003 | 10 Players/Coaches |
| W Connection FC | Season 2001/2002 | 6 Players/Coaches |
| W Connection FC | Season 2000/2001 | 4 Players/Coaches |
| W Connection FC | Season 1999/2000 | 3 Players/Coaches |
| W Connection FC | Season 1998/1999 | 2 Players/Coaches |
Trinidad & Tobago