Head to Head includes singles and doubles results.
| 03/14/24 | James Castleberry over Janos Berkenkotter | 6-4; 6-4 | |
| 10/27/23 | Janos Berkenkotter over James Castleberry | 6-3; 6-4 | |
| 10/13/23 | Janos Berkenkotter over James Castleberry | 6-3; 6-3 |
