| Period | Club | on loan from | buy option |
|---|---|---|---|
 Greater Portmore F.C | - | ||
| Rae Town F.C. | - | ||
| Mount Pelier F.C. | Rae Town F.C. | ||
| Rae Town F.C. | - |
Jermaine Bromwell - Clubs
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| Period | Club | on loan from | buy option |
|---|---|---|---|
| Greater Portmore F.C | - | ||
| Rae Town F.C. | - | ||
| Mount Pelier F.C. | Rae Town F.C. | ||
| Rae Town F.C. | - |