Head to Head includes singles and doubles results.
| 11/11/23 | Russell Singer over James Ambach | 6-2; 1-6; 6-4 | Playoff Match |
| 09/22/23 | James Ambach over Russell Singer | 6-4; 4-6; 7-5 | Playoff Match |
| 08/05/23 | Russell Singer over James Ambach | 6-0; 7-5 |
