| 1998-11-23 | ATP Tour World Championships | Hard | SF | 5 |  Carlos Moya | 9 |  Tim Henman | 6-4 3-6 7-5 | H2H | 3 | 143 | 2 | 1 | 50.0% | 69.2% | 57.7% | 10/12 |
| 1998-11-23 | ATP Tour World Championships | Hard | RR | 11 | Greg Rusedski (ALT) | 9 | Tim Henman | 6-2 6-4 | H2H | 3 | 67 | 5 | 2 | 56.6% | 76.7% | 65.2% | 5/6 |
| 1998-11-23 | ATP Tour World Championships | Hard | RR | 9 | Tim Henman | 6 | Alex Corretja | 7-6(4) 6-7(4) 6-2 | H2H | 3 | 149 | 10 | 2 | 46.5% | 74.5% | 63.0% | 0/2 |
| 1998-11-23 | ATP Tour World Championships | Hard | RR | 9 | Tim Henman | 2 |  Marcelo Rios | 7-5 6-1 | H2H | 3 | 67 | 5 | 0 | 42.9% | 91.7% | 62.5% | 1/1 |
| 1998-11-09 | Stockholm | Hard | SF | 21 |  Todd Martin | 10 | Tim Henman (3) | 4-6 6-1 6-2 | H2H | 3 | 94 | 7 | 4 | 66.3% | 69.1% | 57.1% | 3/5 |
| 1998-11-09 | Stockholm | Hard | QF | 10 | Tim Henman (3) | 30 |  Magnus Gustafsson | 6-3 3-6 7-6(0) | H2H | 3 | 120 | 6 | 1 | 52.2% | 74.5% | 53.5% | 3/6 |
| 1998-11-09 | Stockholm | Hard | R16 | 10 | Tim Henman (3) | 27 |  Wayne Ferreira | 7-6(3) 6-3 | H2H | 3 | 87 | 6 | 2 | 50.0% | 70.6% | 52.9% | 2/5 |
| 1998-11-09 | Stockholm | Hard | R32 | 10 | Tim Henman (3) | 83 | Mikael Tillstrom | 6-3 6-1 | H2H | 3 | 55 | 5 | 1 | 64.1% | 92.0% | 50.0% | 1/2 |
| 1998-11-02 | Paris Masters | Carpet | R16 | 8 |  Yevgeny Kafelnikov (8) | 10 | Tim Henman (9) | 6-3 6-7(5) 7-6(2) | H2H | 3 | 133 | 10 | 3 | 49.5% | 79.6% | 60.0% | 0/3 |
| 1998-11-02 | Paris Masters | Carpet | R32 | 10 | Tim Henman (9) | 82 |  Arnaud Di Pasquale (WC) | 6-3 6-3 | H2H | 3 | 69 | 11 | 3 | 45.9% | 96.4% | 45.5% | 2/2 |
