Head to Head includes singles and doubles results.
| 11/18/20 | Jordan Siegel over Joshua Liebowitz | 6-3; 6-3 | |
| 11/04/20 | Joshua Liebowitz over Jordan Siegel |
6-4; 1-6; TB 13-11 |
|
| 11/09/19 | Joshua Liebowitz over Jordan Siegel |
6-3; 3-6; TB 11-7 |
Playoff Match |
| 10/15/19 | Jordan Siegel over Joshua Liebowitz | 6-4; 6-4 |
