Head to Head includes singles and doubles results.
| 02/01/24 | Christian Ramos over Ben Rosen | 0-0 Walkover | Playoff Match |
| 12/10/23 | Christian Ramos over Ben Rosen | 7-6; 6-1 | |
| 11/28/23 | Christian Ramos over Ben Rosen | 6-4; 6-6; 7-3 |
