Head to Head includes singles and doubles results.
| 08/11/23 | Trevor Nicholson over Derek Dressler | 6-4; 6-2 | |
| 06/17/23 | Derek Dressler over Trevor Nicholson | 0-6; 6-2; 6-4 | |
| 11/12/22 | Derek Dressler over Trevor Nicholson |
6-4; 3-6; TB 11-9 |
|
| 10/07/22 | Derek Dressler over Trevor Nicholson | 6-1; 4-6; 6-2 | |
| 06/11/22 | Trevor Nicholson over Derek Dressler | 6-4; 7-6 | |
| 08/07/21 | Derek Dressler over Trevor Nicholson | 6-4; 6-0 | |
| 12/13/20 | Derek Dressler over Trevor Nicholson | 1-6; 6-4; 6-1 |
