Head to Head includes singles and doubles results.
| 04/07/24 | Jordan Gross over John Sullivan | 6-4; 4-6; 6-3 | |
| 03/18/24 | Jordan Gross over John Sullivan | 6-2; 6-2 | |
| 02/13/24 | John Sullivan over Jordan Gross | 1-6; 6-4; 6-1 | |
| 11/08/23 | John Sullivan over Jordan Gross | 7-6; 3-6; 6-2 | Playoff Match |
| 10/24/23 | Jordan Gross over John Sullivan |
3-6; 6-3; TB 10-2 |
|
| 10/18/23 | Jordan Gross over John Sullivan | 6-0; 7-6 |
