Head to Head includes singles and doubles results.
| 06/08/22 | Derek Dressler over James Oh | 6-3; 2-6; 6-4 | |
| 02/09/22 | Derek Dressler over James Oh | 6-4; 6-3 | |
| 12/01/21 | Derek Dressler over James Oh | 6-2; 7-6 | |
| 11/10/21 | Derek Dressler over James Oh | 1-6; 6-4 Ret. | |
| 11/24/21 | James Oh over Derek Dressler | 10-7 | |
| 08/14/21 | James Oh over Derek Dressler |
6-2; 4-6; TB 10-7 |
Playoff Match |
| 08/08/21 | Derek Dressler over James Oh | 6-2; 1-6; 6-4 |
