Head to Head includes singles and doubles results.
| 09/10/23 | Bill Gross over Dominic Jacob | 6-3; 6-4 | |
| 08/30/23 | Bill Gross over Dominic Jacob | 7-6; 4-6; 6-3 | |
| 08/10/23 | Dominic Jacob over Bill Gross | 7-6; 6-3 | |
| 05/24/21 | Dominic Jacob over Bill Gross | 7-5; 6-1 |
