| Period | Club | on loan from | buy option |
|---|---|---|---|
 Orlando City SC | - | ||
 FC Middlesbrough | - | ||
| Orlando City SC | FC Middlesbrough | ||
| FC Middlesbrough | - | ||
| Coventry City | FC Middlesbrough | ||
| FC Middlesbrough | - | ||
| Oldham Athletic A.F.C. | FC Middlesbrough | ||
| FC Middlesbrough | - | ||
| Derby County FC | FC Middlesbrough | ||
| FC Middlesbrough | - | ||
| Kirk Deighton Rangers JFC | - | ||
| (ehem.) Wetherby Athletic Junior FC | - |
Sebastian Tony Hines - Clubs
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