Head to Head includes singles and doubles results.
| 06/06/19 | Matt Case over Jon Najarian | 6-1; 6-4 | |
| 09/20/18 | Matt Case over Jon Najarian | 7-6; 6-1 | |
| 06/27/18 | Jon Najarian over Matt Case | 6-4; 7-6 | Playoff Match |
| 06/01/18 | Matt Case over Jon Najarian | 2-6; 7-5; 7-5 |
