Head to Head includes singles and doubles results.
| 05/16/23 | Josh Ramirez over Gene Rogers | 7-6; 6-3 | |
| 10/25/22 | Gene Rogers ties Josh Ramirez | 10-10 Tie | |
| 10/25/22 | Josh Ramirez over Gene Rogers | 6-3; 6-3 | Playoff Match |
| 10/16/22 | Gene Rogers over Josh Ramirez | 1-6; 6-4; 6-3 | |
| 10/01/22 | Josh Ramirez over Gene Rogers | 6-7; 6-4; 7-6 | |
| 09/09/22 | Gene Rogers over Josh Ramirez | 6-4; 6-3 |
