Head to Head includes singles and doubles results.
| 09/27/23 | Matthew Dey over William McNicholas | 7-6; 6-3 | Playoff Match |
| 08/19/23 | William McNicholas over Matthew Dey | 6-4; 6-0 | |
| 06/08/23 | Matthew Dey over William McNicholas | 6-3; 7-6 | Playoff Match |
| 05/18/23 | William McNicholas over Matthew Dey |
4-6; 6-3; TB 10-8 |
|
| 05/04/23 | Matthew Dey over William McNicholas | 6-1; 3-6; 6-3 |
