Head to Head includes singles and doubles results.
| 01/21/23 | Josh Groleau over Caleb Zimmerman | 6-2; 6-1 | |
| 12/07/22 | Caleb Zimmerman over Josh Groleau |
7-5; 3-6; TB 10-6 |
Playoff Match |
| 11/12/22 | Caleb Zimmerman over Josh Groleau |
4-6; 7-5; TB 10-6 |
