Head to Head includes singles and doubles results.
| 03/03/24 | John Plymak over Jeremy Bouldin | 6-4; 1-0 | |
| 10/04/22 | John Plymak over Jeremy Bouldin | 6-2; 6-2 | |
| 09/14/21 | John Plymak over Jeremy Bouldin | 6-3; 2-6; 6-2 | Playoff Match |
