| Période | association | on loan from | buy option |
|---|---|---|---|
 Prison FC | - | ||
| North East Stars | - | ||
| The Future Generation of Footballers (FUTGOF) | - | ||
 Cleveland City Stars | - | ||
| Ma Pau SC | - | ||
| (ehem.) St. Ann's Rangers FC | - | ||
| Cleveland City Stars | - | ||
| (ehem.) Caledonia AIA Football Club | - | ||
| Southern Connecticut Owls (Southern Connecticut State University) | - | ||
| St. Anthony’s College | - |
Stephen Cruickshank - Clubs
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