Head to Head includes singles and doubles results.
| 09/18/23 | Jeremy Curtis over Jon Collier | 6-3; 6-3 | |
| 08/10/23 | Jon Collier over Jeremy Curtis | 6-4; 7-6 | Playoff Match |
| 06/24/23 | Jeremy Curtis over Jon Collier |
6-0; 2-6; TB 10-8 |
|
| 06/03/23 | Jeremy Curtis over Jon Collier | 6-3; 6-1 |
