Head to Head includes singles and doubles results.
| 07/15/21 | Jake Toombs over Chris Kyanka | 6-4; 2-6; 6-1 | Playoff Match |
| 06/03/21 | Jake Toombs over Chris Kyanka | 6-2; 6-3 | |
| 03/17/21 | Chris Kyanka over Jake Toombs |
6-2; 5-7; TB 11-9 |
|
| 04/09/19 | Chris Kyanka over Jake Toombs | 6-3; 6-2 | Playoff Match |
