Head to Head includes singles and doubles results.
| 09/20/23 | Tim Condit over Brandon Iwata | 6-2; 6-2 | |
| 08/17/23 | Tim Condit over Brandon Iwata | 6-1; 6-4 | |
| 02/28/23 | Tim Condit over Brandon Iwata | 6-0; 7-5 | |
| 01/20/23 | Tim Condit over Brandon Iwata | 6-1; 6-0 | |
| 10/04/22 | Tim Condit over Brandon Iwata | 4-6; 6-2; 6-1 | |
| 07/26/22 | Tim Condit over Brandon Iwata | 10-3 | |
| 05/30/22 | Brandon Iwata over Tim Condit | 6-4; 6-4 | |
| 09/04/21 | Tim Condit over Brandon Iwata | 3-6; 6-4; 6-0 | |
| 02/08/21 | Brandon Iwata over Tim Condit | 6-3; 6-4 | Playoff Match |
| 01/15/21 | Brandon Iwata over Tim Condit | 6-2; 6-2 | |
| 12/14/20 | Tim Condit over Brandon Iwata | 6-3; 2-6; 6-3 |
