Head to Head includes singles and doubles results.
| 09/20/23 | Jed Klayman over Jeff Wilser | 6-0; 6-3 | Playoff Match |
| 05/29/23 | Jeff Wilser over Jed Klayman |
4-6; 6-2; TB 10-6 |
|
| 04/30/23 | Jeff Wilser over Jed Klayman |
0-6; 6-4; TB 10-6 |
|
| 04/01/23 | Jed Klayman over Jeff Wilser | 2-6; 7-6; 6-3 |
