Head to Head includes singles and doubles results.
| 05/12/23 | Bill Gross over Nate Rellinger | 6-4; 7-6 | |
| 10/07/21 | Bill Gross over Nate Rellinger | 6-4; 6-1 | |
| 09/13/21 | Nate Rellinger over Bill Gross | 2-6; 6-3; 7-5 | |
| 07/27/21 | Bill Gross over Nate Rellinger | 6-3; 6-7; 7-5 | |
| 06/29/21 | Bill Gross over Nate Rellinger | 6-4; 2-6; 6-1 |
