| 1995-12-01 | Davis Cup WG F: RUS vs USA | Clay | RR | 6 |  Yevgeny Kafelnikov | 8 |  Jim Courier | 7-6(1) 7-5 6-3 | H2H | 5 | - | - | - | - | - | - | - |
| 1995-12-01 | Davis Cup WG F: RUS vs USA | Clay | RR | 90 | Andrei Chesnokov | 8 | Jim Courier | 6-7(1) 7-5 6-0 | H2H | 3 | - | - | - | - | - | - | - |
| 1995-11-14 | ATP World Tour Championships | Carpet | RR | 8 |  Thomas Enqvist | 7 | Jim Courier | 6-3 6-2 | H2H | 3 | 69 | 10 | 1 | 59.6% | 89.3% | 63.2% | 1/1 |
| 1995-11-14 | ATP World Tour Championships | Carpet | RR | 4 | Michael Chang | 7 | Jim Courier | 6-2 7-5 | H2H | 3 | 94 | 11 | 0 | 54.4% | 67.6% | 54.8% | 2/4 |
| 1995-11-14 | ATP World Tour Championships | Carpet | RR | 7 | Jim Courier | 3 |  Thomas Muster | 6-4 4-6 6-4 | H2H | 3 | 120 | 12 | 3 | 59.1% | 80.8% | 55.6% | 2/3 |
| 1995-11-06 | Stockholm | Hard | QF | 71 |  David Prinosil | 7 | Jim Courier (1) | 6-3 7-6(4) | H2H | 3 | 93 | 10 | 3 | 51.6% | 80.9% | 45.5% | 7/8 |
| 1995-11-06 | Stockholm | Hard | R16 | 7 | Jim Courier (1) | 36 |  Todd Woodbridge | 6-4 6-3 | H2H | 3 | 75 | 5 | 1 | 58.3% | 85.7% | 60.0% | 2/2 |
| 1995-11-06 | Stockholm | Hard | R32 | 7 | Jim Courier (1) | 95 | Michael Tebbutt | 6-0 6-2 | H2H | 3 | 55 | 6 | 0 | 63.9% | 82.6% | 69.2% | 0/0 |
| 1995-10-30 | Paris Masters | Carpet | QF | 7 | Jim Courier (6) | 4 | Michael Chang (4) | 6-2 7-6(5) | H2H | 3 | 96 | 3 | 1 | 63.4% | 68.9% | 61.5% | 6/7 |
| 1995-10-30 | Paris Masters | Carpet | R32 | 7 | Jim Courier (6) | 34 |  Jacco Eltingh | 6-1 6-7(2) 6-2 | H2H | 3 | 113 | 9 | 0 | 69.1% | 80.4% | 68.0% | 4/4 |
