| Period | Club | on loan from | buy option |
|---|---|---|---|
 Manitoba Soccer Association | - | ||
| (ehem.) World Soccer Academy Winnipeg (WSA) | - | ||
 Columbia International Foxes (Columbia International College) | - | ||
| World Soccer Academy | - | ||
| Winnipeg Alliance FC | - | ||
| - | ||
| Winnipeg Alliance FC | - | ||
 Portsmouth FC | - | ||
| Hellas SC | - | ||
| FC Liverpool | - | ||
| Fulham FC | - | ||
| - | ||
| - |
Dylan O'Connor - Clubs
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