| 2021-11-25 | Davis Cup Finals RR: CAN vs SWE | Hard | RR | 93 | Mikael Ymer | 133 | Vasek Pospisil | 6-4 6-4 | H2H | 3 | 88 | 4 | 2 | 63.6% | 80.0% | 70.0% | 1/1 |
| 2021-11-28 | Davis Cup Finals RR: CAN vs KAZ | Hard | RR | 36 | Alexander Bublik | 133 | Vasek Pospisil | 6-2 7-6(6) | H2H | 3 | 59 | 14 | 2 | 72.4% | 88.1% | 62.5% | 1/1 |
| 2021-10-04 | Indian Wells Masters | Hard | R64 | 13 | Denis Shapovalov (9) | 68 | Vasek Pospisil | 3-0 RET | H2H | 3 | 26 | 0 | 0 | 66.7% | 100.0% | 100.0% | 0/0 |
| 2021-10-04 | Indian Wells Masters | Hard | R128 | 68 | Vasek Pospisil | 187 | J.J. Wolf (WC) | 6-4 4-6 6-4 | H2H | 3 | 137 | 11 | 5 | 55.3% | 75.0% | 47.6% | 6/9 |
| 2021-09-27 | Sofia | Hard | R32 | 104 | Egor Gerasimov (Q) | 68 | Vasek Pospisil | 5-7 7-6(8) 6-3 | H2H | 3 | 158 | 16 | 9 | 63.5% | 75.0% | 52.2% | 9/11 |
| 2021-09-20 | Metz | Hard | R16 | 113 | Andy Murray (WC) | 66 | Vasek Pospisil | 6-3 6-3 | H2H | 3 | 84 | 6 | 2 | 51.1% | 82.6% | 63.6% | 0/1 |
| 2021-09-20 | Metz | Hard | R32 | 66 | Vasek Pospisil | 151 | Gregoire Barrere (WC) | 6-3 6-4 | H2H | 3 | 84 | 11 | 1 | 66.2% | 68.9% | 65.2% | 6/6 |
| 2021-08-30 | US Open | Hard | R64 | 53 | Ilya Ivashka | 58 | Vasek Pospisil | 6-3 6-4 7-6(5) | H2H | 5 | 142 | 7 | 1 | 59.6% | 77.4% | 69.4% | 3/5 |
| 2021-08-30 | US Open | Hard | R128 | 58 | Vasek Pospisil | 31 | Fabio Fognini (28) | 2-6 3-6 6-1 6-3 7-6(4) | H2H | 5 | 198 | 24 | 9 | 55.6% | 78.8% | 48.4% | 6/11 |
| 2021-08-09 | Canada Masters | Hard | R64 | 56 | Tommy Paul (Q) | 61 | Vasek Pospisil (WC) | 6-7(5) 6-2 6-3 | H2H | 3 | 141 | 7 | 0 | 58.8% | 73.7% | 55.0% | 3/5 |