Head to Head includes singles and doubles results.
| 07/23/23 | Dmitrii Kekish over Drew Schaefer | 6-4; 2-0 Ret. | Playoff Match |
| 06/25/23 | Dmitrii Kekish over Drew Schaefer | 6-2; 6-4 | |
| 04/23/23 | Dmitrii Kekish over Drew Schaefer |
4-6; 6-2; TB 7-5 |
|
| 08/21/22 | Drew Schaefer over Dmitrii Kekish | 6-4; 6-1 |
