Head to Head includes singles and doubles results.
| 10/19/23 | Gregory Gregg over Michael Stambler | 6-7; 6-4; 6-1 | Playoff Match |
| 10/15/23 | Michael Stambler over Gregory Gregg | 6-4; 7-6 | |
| 09/09/23 | Gregory Gregg over Michael Stambler | 6-4; 6-2 |
