Head to Head includes singles and doubles results.
| 04/23/23 | Jacob Mahoney over Thomas Cunniffe | 7-6; 6-1 | |
| 10/03/21 | Thomas Cunniffe over Jacob Mahoney | 7-6; 4-6; 7-6 | |
| 09/11/21 | Thomas Cunniffe over Jacob Mahoney | 7-5; 6-1 | |
| 06/06/21 | Jacob Mahoney over Thomas Cunniffe |
6-0; 6-7; TB 10-8 |
|
| 05/21/21 | Thomas Cunniffe over Jacob Mahoney | 6-4; 7-6 |
