Head to Head includes singles and doubles results.
| 10/10/22 | Roberto Olivares Amaya over Benjamin Kleinman | 6-1; 2-6; 6-0 | |
| 08/29/22 | Benjamin Kleinman over Roberto Olivares Amaya | 6-4; 6-1 | |
| 06/11/22 | Benjamin Kleinman over Roberto Olivares Amaya | 7-6; 6-3 | |
| 03/07/22 | Roberto Olivares Amaya over Benjamin Kleinman |
6-3; 2-6; TB 11-9 |
|
| 03/03/22 | Benjamin Kleinman over Roberto Olivares Amaya | 6-1; 7-5 |
