Head to Head includes singles and doubles results.
| 09/20/23 | Trevor Borchardt over James Castleberry | 7-6; 6-3 | Playoff Match |
| 07/12/23 | Trevor Borchardt over James Castleberry |
6-2; 4-6; TB 10-4 |
|
| 06/02/23 | Trevor Borchardt over James Castleberry | 6-4; 7-5 | |
| 04/11/23 | James Castleberry over Trevor Borchardt | 7-6; 6-0 |
