Head to Head includes singles and doubles results.
| 06/05/23 | Winfield "Scott" Brians over Ken Ruiz | 7-6; 6-2 | |
| 12/14/22 | Ken Ruiz over Winfield "Scott" Brians | 6-3; 6-1 | Playoff Match |
| 11/17/22 | Winfield "Scott" Brians over Ken Ruiz |
6-3; 2-6; TB 10-3 |
|
| 11/23/21 | Ken Ruiz over Winfield "Scott" Brians | 6-0; 6-1 |
