| Zeitraum | Verein | Ausgeliehen von | Kaufoption |
|---|---|---|---|
 FC Middlesbrough | - | ||
| Accrington Stanley | FC Middlesbrough | ||
| FC Middlesbrough | - | ||
| Oldham Athletic A.F.C. | FC Middlesbrough | ||
| FC Middlesbrough | - | ||
 Motherwell FC | FC Middlesbrough | ||
| FC Middlesbrough | - | ||
| Motherwell FC | FC Middlesbrough | ||
| FC Middlesbrough | - | ||
 Östersunds FK | FC Middlesbrough | ||
| FC Middlesbrough | - | ||
| Bradford City FC | FC Middlesbrough | ||
| FC Middlesbrough | - | ||
| Oxford United | FC Middlesbrough | ||
| FC Middlesbrough | - | ||
| Blackburn Rovers | - | ||
| FC Middlesbrough | - |
Connor James Ripley - Transfer-Übersicht
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