Head to Head includes singles and doubles results.
| 04/09/21 | Douglas Blake over James Grosso | 4-6; 6-3; 6-4 | |
| 07/17/19 | James Grosso over Douglas Blake | 8-5 | |
| 07/10/19 | James Grosso over Douglas Blake | 6-2; 7-5 | |
| 06/17/19 | Douglas Blake over James Grosso | 7-5; 6-3 | Playoff Match |
