Head to Head includes singles and doubles results.
| 08/23/20 | Gabriel Plummer over Josh Bowers | 4-6; 6-4; 6-4 | Playoff Match |
| 08/04/20 | Gabriel Plummer over Josh Bowers | 6-3; 6-4 | |
| 06/13/20 | Josh Bowers over Gabriel Plummer | 6-4; 6-3 |
