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Chelsea matches where Gareth Southgate was opposition manager/coach
| Date | Venue | Opponent | Score | Comp |
| 23/08/2006 | Riverside Stadium | Middlesbrough | 1-2 | Premier League |
| 10/02/2007 | Stamford Bridge | Middlesbrough | 3-0 | Premier League |
| 20/10/2007 | Riverside Stadium | Middlesbrough | 2-0 | Premier League |
| 30/03/2008 | Stamford Bridge | Middlesbrough | 1-0 | Premier League |
| 18/10/2008 | Riverside Stadium | Middlesbrough | 5-0 | Premier League |
| 28/01/2009 | Stamford Bridge | Middlesbrough | 2-0 | Premier League |