Head to Head includes singles and doubles results.
| 11/24/23 | Max Barshay over Roberto Olivares Amaya | 6-0; 6-0 | |
| 10/09/23 | Roberto Olivares Amaya over Max Barshay | 6-4; 6-3 | |
| 09/30/23 | Max Barshay over Roberto Olivares Amaya | 6-2; 6-3 | |
| 07/22/23 | Roberto Olivares Amaya over Max Barshay | 6-1; 6-2 |
