Head to Head includes singles and doubles results.
| 09/06/23 | Ben Holzer over Richard Ortiz | 7-6; 6-3 | Playoff Match |
| 07/11/23 | Ben Holzer over Richard Ortiz | 7-5; 7-5 | |
| 06/30/23 | Richard Ortiz over Ben Holzer |
2-6; 6-3; TB 10-6 |
|
| 05/12/23 | Richard Ortiz over Ben Holzer |
6-1; 1-6; TB 6-4 |
|
| 04/10/23 | Ben Holzer over Richard Ortiz | 6-3; 7-6 |
