| Championship | 17.04.98 | Middlesbrough FC | - | Manchester City | 1:0 | ||||
| League Cup | 13.10.99 | Middlesbrough FC | - | Watford FC | 1:0 | ||||
| Pr. League | 24.10.99 | Watford FC | - | Middlesbrough FC | 1:3 | ||||
| Pr. League | 03.04.00 | Tottenham Hotspur | - | Middlesbrough FC | 2:3 |  |
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| League Cup | 26.09.00 | Macclesfield Town | - | Middlesbrough FC | 1:3 | |
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| Pr. League | 03.02.01 | Middlesbrough FC | - | Manchester City | 1:1 |
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