Middlesbrough
Trinidad and Tobago
| Season |  |  | Team |
|---|---|---|---|
| 2019 | 17 | - | FC Cincinnati |
| 2015 - 2016 | 25 | - | Dagenham & Redbridge |
| 2014 - 2015 | 2 | - | Millwall |
| 2013 - 2014 | 5 | - | Millwall |
| 2013 - 2014 | 3 | - | Middlesbrough |
| 2012 - 2013 | 31 | 1 | Middlesbrough |
| 2011 - 2012 | 39 | - | Middlesbrough |
| 2010 - 2011 | 17 | - | Middlesbrough |
| 2009 - 2010 | 30 | 1 | Middlesbrough |
| 2008 - 2009 | 22 | - | Middlesbrough |
| 2007 - 2008 | 5 | - | Arsenal |
| 2006 - 2007 | 21 | 1 | Arsenal |
| 2005 - 2006 | 27 | 1 | Sunderland |
| 2004 - 2005 | 5 | - | Arsenal |
| 2003 - 2004 | 1 | - | Arsenal |
| 2002 - 2003 | 1 | - | Arsenal |