Head to Head includes singles and doubles results.
| 03/21/24 | Tim Condit over Roy Kachur | 7-5; 6-4 | |
| 10/24/23 | Tim Condit over Roy Kachur | 7-6; 6-7; 7-6 | |
| 12/10/22 | Roy Kachur over Tim Condit |
4-6; 6-1; TB 10-3 |
Playoff Match |
| 11/27/22 | Roy Kachur over Tim Condit | 6-3; 6-0 | |
| 11/03/22 | Roy Kachur over Tim Condit |
1-6; 6-1; TB 10-4 |
