Head to Head includes singles and doubles results.
| 08/17/23 | Nathan Caruso over Robert Cortes | 6-2; 6-4 | |
| 05/26/23 | Robert Cortes over Nathan Caruso | 7-6; 3-5 Ret. | Playoff Match |
| 04/04/23 | Robert Cortes over Nathan Caruso | 10-8 |
