Head to Head includes singles and doubles results.
| 10/18/23 | Matt Voss over Matt Stephenson | 6-3; 6-1 | Playoff Match |
| 08/14/23 | Matt Voss over Matt Stephenson | 6-4; 6-0 | Doubles Match |
| 05/13/23 | Matt Voss over Matt Stephenson | 6-3; 6-3 | Doubles Match |
| 04/16/23 | Matt Voss over Matt Stephenson | 6-2; 6-2 | Doubles Match |
