Head to Head includes singles and doubles results.
| 04/09/23 | Bob Montgomery over Roque Juarez | 6-1; 6-2 | |
| 03/25/23 | Bob Montgomery over Roque Juarez | 6-3; 6-1 | |
| 01/26/23 | Bob Montgomery over Roque Juarez | 6-2; 6-3 | |
| 11/01/22 | Bob Montgomery over Roque Juarez | 6-0; 6-2 |
