| Pr. League | 14/08/99 | Derby County | - | Middlesbrough FC | 1:3 | ||||
| Pr. League | 05/02/00 | Leicester City | - | Middlesbrough FC | 2:1 | ||||
| Pr. League | 09/09/00 | Middlesbrough FC | - | Everton FC | 1:2 | ||||
| FA Cup | 07/01/02 | Wimbledon FC | - | Middlesbrough FC | 0:0 | ||||
| FA Cup | 14/01/02 | Middlesbrough FC | - | Wimbledon FC | 2:0 | ||||
| Championship | 31/08/02 | Portsmouth FC | - | Brighton & Hove Albion | 4:2 |
Italy