| Period | Club | on loan from | buy option |
|---|---|---|---|
 East End United | - | ||
| George Town SC | - | ||
| Cayman Athletics S.C. (CASC 2006) | - | ||
| Roma United SC | - |
Raheem Robinson - Legend of Clubs
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| Period | Club | on loan from | buy option |
|---|---|---|---|
| East End United | - | ||
| George Town SC | - | ||
| Cayman Athletics S.C. (CASC 2006) | - | ||
| Roma United SC | - |