Head to Head includes singles and doubles results.
| 11/27/23 | Bryant Seaman over James Castleberry | 6-4; 6-4 | |
| 10/24/23 | James Castleberry over Bryant Seaman |
6-4; 4-6; TB 10-8 |
|
| 08/18/23 | James Castleberry over Bryant Seaman | 6-1; 6-0 |
