Head to Head includes singles and doubles results.
| 09/20/22 | Jordan Olson over Brian Bere | 6-1; 6-1 | Playoff Match |
| 08/15/22 | Jordan Olson over Brian Bere | 6-2; 6-3 | Doubles Match |
| 08/01/22 | Jordan Olson over Brian Bere | 6-0; 6-3 | Doubles Match |
