Head to Head includes singles and doubles results.
| 07/07/23 | Jon Jablon over Drew van der Poel | 3-6; 6-3; 6-3 | |
| 06/16/23 | Drew van der Poel over Jon Jablon | 6-2; 6-2 | Playoff Match |
| 07/01/22 | Drew van der Poel over Jon Jablon | 7-6; 0-6; 6-3 | |
| 06/17/22 | Drew van der Poel over Jon Jablon |
4-6; 6-2; TB 10-7 |
