Head to Head includes singles and doubles results.
| 01/13/24 | Tyler Sutherland over Robert Cortes | 6-4; 4-6; 6-1 | |
| 11/15/23 | Robert Cortes over Tyler Sutherland | 6-4; 7-6 | |
| 10/25/23 | Robert Cortes over Tyler Sutherland | 6-4; 6-3 | |
| 08/27/23 | Tyler Sutherland over Robert Cortes | 6-2; 1-6; 7-6 |
