| Period | Club | on loan from | buy option |
|---|---|---|---|
 Rae Town F.C. | - | ||
| Harbour View F.C. (HVFC) | - | ||
| Central Kingston F.C. | - | ||
| Molynes United F.C. | - |
Jahleel Tamari Cunningham - Legend of Clubs
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| Period | Club | on loan from | buy option |
|---|---|---|---|
| Rae Town F.C. | - | ||
| Harbour View F.C. (HVFC) | - | ||
| Central Kingston F.C. | - | ||
| Molynes United F.C. | - |