Head to Head includes singles and doubles results.
| 04/09/23 | John Gregory over Francisco Cravero | 6-1; 6-4 | |
| 11/12/22 | John Gregory over Francisco Cravero | 6-2; 3-6; 7-6 | Playoff Match |
| 10/09/22 | John Gregory over Francisco Cravero | 6-4; 6-4 |
