Head to Head includes singles and doubles results.
| 10/16/23 | Ken Kroeger over Ethan Ryder | 6-4; 6-1 | Playoff Match |
| 09/19/23 | Ken Kroeger over Ethan Ryder | 6-2; 6-3 | Doubles Match |
| 07/12/23 | Ken Kroeger over Ethan Ryder | 3-6; 6-3; 7-5 | |
| 08/22/22 | Ethan Ryder over Ken Kroeger | 7-6; 7-6 |
