Head to Head includes singles and doubles results.
| 10/08/20 | James Gilliam over Scott Cassity | 6-3; 6-3 | |
| 09/09/20 | James Gilliam over Scott Cassity | 7-5; 6-1 | Playoff Match |
| 08/01/20 | James Gilliam over Scott Cassity | 7-6; 6-3 | |
| 07/21/20 | James Gilliam over Scott Cassity | 7-5; 6-4 |
