Head to Head includes singles and doubles results.
| 04/27/24 | Tom Birtwell over James Castleberry | 6-1; 6-1 | |
| 04/20/24 | James Castleberry over Tom Birtwell | 4-6; 7-6; 6-3 | |
| 10/14/23 | James Castleberry over Tom Birtwell | 7-5; 6-4 | |
| 10/07/23 | Tom Birtwell over James Castleberry | 6-2; 6-4 | |
| 10/01/23 | James Castleberry over Tom Birtwell | 6-2; 5-7; 6-3 | |
| 05/10/23 | Tom Birtwell over James Castleberry | 7-6; 4-6; 6-2 |
