| Période | association | on loan from | buy option |
|---|---|---|---|
 Enfield 1893 F.C. | - | ||
| Tottenham Hotspur | - | ||
| Enfield 1893 F.C. | Tottenham Hotspur | ||
| Tottenham Hotspur | - | ||
| Tottenham Hotspurs Academy | - |
Charles Dean Freeman - Clubs
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| Période | association | on loan from | buy option |
|---|---|---|---|
| Enfield 1893 F.C. | - | ||
| Tottenham Hotspur | - | ||
| Enfield 1893 F.C. | Tottenham Hotspur | ||
| Tottenham Hotspur | - | ||
| Tottenham Hotspurs Academy | - |