Head to Head includes singles and doubles results.
| 05/23/18 | Ryan McRoberts over Jon Bruning | 6-1; 2-6; 7-5 | |
| 10/17/17 | Jon Bruning over Ryan McRoberts | 6-4; 4-6; 6-3 | Playoff Match |
| 08/25/17 | Ryan McRoberts over Jon Bruning | 7-5; 6-2 |
