| Zeitraum | Verein | Ausgeliehen von | Kaufoption |
|---|---|---|---|
 Belper Town FC | - | ||
| Cleethorpes Town F.C. | - | ||
| Buxton FC | - | ||
| Grantham Town | - | ||
| Boston United | - | ||
| Harrogate Town AFC | - | ||
| Boston United | Harrogate Town AFC | ||
| Harrogate Town AFC | - | ||
| Boston United | Harrogate Town AFC | ||
| Harrogate Town AFC | - | ||
| (ehem.) North Ferriby United FC | - | ||
| Scarborough Athletic F.C. | - | ||
| (ehem.) Hull Tigers Academy | - | ||
| York City | - | ||
| Doncaster Rovers Academy | - |
Benjamin Harry Middleton - Transfer-Übersicht
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