| 2001-09-21 | Davis Cup G1 PO: ZIM vs SLO | Hard | RR | 464 | SLOIztok Bozic | 131 |  Wayne Black | 6-7(4) 6-4 3-6 6-3 6-4 | H2H | 5 | - | - | - | - | - | - | - |
| 2001-09-21 | Davis Cup G1 PO: ZIM vs SLO | Hard | RR | 131 | Wayne Black | 311 | SLOMarko Tkalec | 6-4 6-4 2-6 6-4 | H2H | 5 | - | - | - | - | - | - | - |
| 2001-08-13 | Washington | Hard | R32 | 2 |  Andre Agassi (1) | 129 | Wayne Black (Q) | 6-3 6-4 | H2H | 3 | 71 | 10 | 2 | 55.8% | 96.6% | 56.5% | 0/0 |
| 2001-08-13 | Washington | Hard | R64 | 129 | Wayne Black (Q) | 413 | Zack Fleishman (WC) | 7-6(2) 6-1 | H2H | 3 | 69 | 4 | 1 | 59.7% | 80.0% | 63.0% | 6/6 |
| 2001-08-06 | Cincinnati Masters | Hard | R64 | 37 |  Bohdan Ulihrach | 135 | Wayne Black (Q) | 6-3 6-2 | H2H | 3 | 69 | 1 | 4 | 59.6% | 75.0% | 47.4% | 3/5 |
| 2001-07-30 | Canada Masters | Hard | R32 | 28 |  Nicolas Escude | 141 | Wayne Black (LL) | 6-4 6-7(6) 6-3 | H2H | 3 | 133 | 7 | 7 | 50.5% | 77.1% | 53.2% | 2/5 |
| 2001-07-30 | Canada Masters | Hard | R64 | 141 | Wayne Black (LL) | 133 |  Sebastien Lareau (WC) | 6-1 6-2 | H2H | 3 | 71 | 2 | 3 | 61.4% | 65.7% | 59.1% | 6/7 |
| 2001-07-09 | Newport | Grass | R32 | 61 |  Davide Sanguinetti (3) | 121 | Wayne Black (LL) | 6-3 6-3 | H2H | 3 | 67 | 5 | 9 | 54.1% | 78.8% | 35.7% | 7/9 |
| 2001-06-25 | Wimbledon | Grass | R64 | 149 | Wayne Black (LL) | 87 |  Felix Mantilla | 6-1 6-2 7-6(5) | H2H | 5 | 126 | 6 | 3 | 50.6% | 68.9% | 63.6% | 7/10 |
| 2001-06-25 | Wimbledon | Grass | R128 | 149 | Wayne Black (LL) | 21 |  Tommy Haas (17) | 6-4 5-7 6-1 3-0 RET | H2H | 5 | 136 | 6 | 4 | 49.4% | 68.2% | 62.2% | 4/8 |
