Head to Head includes singles and doubles results.
| 06/07/23 | Matthew Sullivan over Curtis Poole | 6-3; 7-6 | |
| 05/25/23 | Curtis Poole over Matthew Sullivan | 4-6; 6-3; 6-2 | |
| 05/16/23 | Curtis Poole over Matthew Sullivan | 6-4; 7-5 | |
| 04/15/23 | Matthew Sullivan over Curtis Poole | 6-3; 7-5 | |
| 10/22/22 | Curtis Poole over Matthew Sullivan | 6-1; 6-2 | |
| 09/03/22 | Curtis Poole over Matthew Sullivan | 7-6; 6-2 |
