Head to Head includes singles and doubles results.
| 10/05/23 | Andrew Womeldorf over Ryan Hill | 6-4; 6-7; 6-3 | |
| 10/28/23 | Andrew Womeldorf over Ryan Hill | 6-4; 6-0 | Playoff Match |
| 09/30/23 | Ryan Hill over Andrew Womeldorf | 7-5; 7-5 |
