Head to Head includes singles and doubles results.
| 08/29/21 | James Bracey over Brandon-Michael Askew | 6-4; 6-4 | Playoff Match |
| 07/29/21 | James Bracey over Brandon-Michael Askew | 7-5; 4-6; 6-4 | |
| 07/11/21 | James Bracey over Brandon-Michael Askew | 6-7; 6-2; 6-3 |
