| Period | Club | on loan from | buy option |
|---|---|---|---|
 Carib Stars | - | ||
| Niagara Knights (Niagara College) | - | ||
| College Avenue Knights (College Avenue Secondary School) | - | ||
| Ginga Soccer Academy (GSA) | - | ||
| College Avenue Knights (College Avenue Secondary School) | - | ||
| Ginga Soccer Academy (GSA) | - | ||
| College Avenue Knights (College Avenue Secondary School) | - | ||
| Ginga Soccer Academy (GSA) | - | ||
| Ginga Soccer Academy (GSA) | - | ||
| College Avenue Knights (College Avenue Secondary School) | - | ||
| Ginga Soccer Academy (GSA) | - |
Derrick Richards - Legend of Clubs
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