| 1999-08-30 | US Open | Hard | R128 | 88 |  John van Lottum | 236 |  Takao Suzuki (Q) | 6-2 7-6(4) 4-6 7-6(11) | H2H | 5 | 203 | 2 | 4 | 58.5% | 75.9% | 57.6% | 8/11 |
| 1999-08-16 | Washington | Hard | R64 | 114 |  Lorenzo Manta | 227 | Takao Suzuki | 2-6 6-4 6-2 | H2H | 3 | 97 | 8 | 7 | 43.6% | 76.5% | 59.1% | 1/3 |
| 1999-06-21 | Wimbledon | Grass | R128 | 101 |  Galo Blanco | 106 | Takao Suzuki | 6-4 3-6 7-6(4) 7-6(7) | H2H | 5 | 162 | 16 | 11 | 44.4% | 84.2% | 49.5% | 4/6 |
| 1999-06-07 | Queen's Club | Grass | R64 | 202 |  Chris Wilkinson (WC) | 106 | Takao Suzuki | 4-6 7-6(5) 6-1 | H2H | 3 | 118 | 3 | 3 | 76.6% | 65.3% | 59.1% | 5/7 |
| 1999-04-12 | Tokyo | Hard | R64 | 119 |  Sebastien Lareau | 107 | Takao Suzuki | 6-7(5) 6-3 6-2 | H2H | 3 | 122 | 4 | 2 | 70.6% | 70.1% | 46.9% | 8/9 |
| 1999-04-05 | Hong Kong | Hard | R32 | 4 | Richard Krajicek (1) | 110 | Takao Suzuki | 6-4 6-4 | H2H | 3 | 73 | 12 | 1 | 66.0% | 88.6% | 61.1% | 5/5 |
| 1999-04-02 | Davis Cup G1 SF: JPN vs UZB | Carpet | RR | 110 | Takao Suzuki | 381 |  Vadim Kutsenko | 6-3 6-4 7-5 | H2H | 5 | - | - | - | - | - | - | - |
| 1999-04-02 | Davis Cup G1 SF: JPN vs UZB | Carpet | RR | 110 | Takao Suzuki | 179 |  Oleg Ogorodov | 7-6(4) 7-6(4) 7-5 | H2H | 5 | - | - | - | - | - | - | - |
| 1999-02-15 | Memphis | Hard | R32 | 56 |  Ramon Delgado (13) | 116 | Takao Suzuki (LL) | 6-3 6-2 | H2H | 3 | 57 | 8 | 2 | 62.3% | 81.8% | 60.0% | 2/2 |
| 1999-02-15 | Memphis | Hard | R64 | 116 | Takao Suzuki (LL) | 107 |  Dinu Pescariu | 6-4 6-4 | H2H | 3 | 65 | 11 | 2 | 75.4% | 79.1% | 64.3% | 1/1 |
