Head to Head includes singles and doubles results.
| 10/11/23 | Dylan Drendel over Clayton Denney | 6-4; 7-6 | |
| 07/23/22 | Clayton Denney over Dylan Drendel |
6-1; 2-6; TB 10-7 |
Playoff Match |
| 06/22/22 | Clayton Denney over Dylan Drendel | 7-5; 6-4 |
