| 1991-12-10 | Grand Slam Cup | Carpet | R16 | 15 |  Michael Chang | 2 | Jim Courier (2) | 6-4 6-2 | H2H | 3 | 86 | 6 | 5 | 51.6% | 84.4% | 60.0% | 0/0 |
| 1991-11-12 | ATP Tour World Championships | Carpet | F | 7 | Pete Sampras | 2 | Jim Courier | 3-6 7-6(5) 6-3 6-4 | H2H | 5 | 129 | 10 | 5 | 61.5% | 72.2% | 64.4% | 1/5 |
| 1991-11-12 | ATP Tour World Championships | Carpet | SF | 2 | Jim Courier | 8 | Andre Agassi | 6-3 7-5 | H2H | 3 | 81 | 10 | 2 | 63.1% | 75.6% | 62.5% | 3/4 |
| 1991-11-12 | ATP Tour World Championships | Carpet | RR | 5 | Ivan Lendl | 2 | Jim Courier | 6-2 6-3 | H2H | 3 | 77 | 8 | 1 | 37.5% | 100.0% | 72.0% | 0/0 |
| 1991-11-12 | ATP Tour World Championships | Carpet | RR | 2 | Jim Courier | 6 |  Guy Forget | 7-6(4) 6-4 | H2H | 3 | 108 | 4 | 2 | 54.8% | 79.4% | 64.3% | 0/1 |
| 1991-11-12 | ATP Tour World Championships | Carpet | RR | 2 | Jim Courier | 9 |  Karel Novacek | 6-7(6) 7-5 6-4 | H2H | 3 | 162 | 8 | 1 | 61.2% | 76.2% | 57.5% | 2/4 |
| 1991-10-28 | Paris Masters | Carpet | R16 | 34 |  Omar Camporese | 3 | Jim Courier (3) | 7-6(4) 6-3 | H2H | 3 | 91 | 8 | 1 | 58.6% | 92.7% | 44.8% | 3/3 |
| 1991-10-28 | Paris Masters | Carpet | R32 | 3 | Jim Courier (3) | 47 | Jimmy Connors (WC) | 6-2 6-3 | H2H | 3 | 79 | 5 | 0 | 56.0% | 67.9% | 50.0% | 2/4 |
| 1991-10-21 | Stockholm Masters | Carpet | QF | 3 | Jim Courier (3) | 13 | Petr Korda (11) | 6-4 6-4 | H2H | 3 | 85 | 8 | 1 | 70.7% | 75.6% | 70.6% | 3/3 |
| 1991-10-21 | Stockholm Masters | Carpet | R16 | 3 | Jim Courier (3) | 16 | Derrick Rostagno (13) | 7-5 6-1 | H2H | 3 | 81 | 4 | 1 | 72.6% | 80.0% | 58.8% | 3/3 |
