Head to Head includes singles and doubles results.
| 04/21/24 | Jake Ludlow over Gregory Enriquez | 7-6; 5-7; 6-4 | |
| 11/09/23 | Gregory Enriquez over Jake Ludlow | 6-7; 6-4; 6-4 | Playoff Match |
| 10/02/23 | Jake Ludlow over Gregory Enriquez | 7-6; 4-6; 6-4 | |
| 06/18/23 | Jake Ludlow over Gregory Enriquez | 6-3; 4-6; 7-5 | Playoff Match |
| 05/10/23 | Gregory Enriquez over Jake Ludlow | 3-6; 6-2; 7-5 |
