Head to Head includes singles and doubles results.
| 11/05/20 | Tom Hollowell over Wesley Kean | 6-2; 6-4 | |
| 08/06/20 | Wesley Kean over Tom Hollowell | 7-5; 6-3 | |
| 07/16/20 | Tom Hollowell over Wesley Kean | 0-6; 6-4; 6-4 | Playoff Match |
