Head to Head includes singles and doubles results.
| 06/21/23 | Bobby Harmon over T.C. Hennessy | 6-3; 6-3 | Playoff Match |
| 04/27/23 | Bobby Harmon over T.C. Hennessy | 6-0; 7-5 | |
| 07/08/22 | Bobby Harmon over T.C. Hennessy | 7-6; 6-4 | |
| 06/02/22 | Bobby Harmon over T.C. Hennessy | 3-6; 6-3; 6-3 |
