Head to Head includes singles and doubles results.
| 12/17/23 | Charles Van Caloen over Jason Derr | 6-4; 6-3 | |
| 11/05/23 | Charles Van Caloen over Jason Derr | 4-6; 6-0; 6-3 | |
| 10/08/23 | Jason Derr over Charles Van Caloen |
7-6; 4-6; TB 10-8 |
|
| 08/22/23 | Jason Derr over Charles Van Caloen | 6-3; 7-6 |
