Head to Head includes singles and doubles results.
| 09/29/23 | Caleb Thomas over Richard Rosinia | 6-3; 6-2 | |
| 07/30/23 | Caleb Thomas over Richard Rosinia | 6-3; 6-3 | Playoff Match |
| 07/09/23 | Caleb Thomas over Richard Rosinia | 10-8 | |
| 06/06/23 | Richard Rosinia over Caleb Thomas | 10-8 |
