Head to Head includes singles and doubles results.
| 12/02/23 | Sean Nicholson over Adam Kantrowitz | 3-6; 6-1; 6-2 | Playoff Match |
| 11/05/23 | Adam Kantrowitz over Sean Nicholson | 4-6; 7-5; 6-0 | |
| 10/09/23 | Sean Nicholson over Adam Kantrowitz | 10-5 | |
| 10/07/23 | Sean Nicholson over Adam Kantrowitz | 10-8 | |
| 08/10/23 | Sean Nicholson over Adam Kantrowitz | 7-6; 7-5 | |
| 07/20/23 | Adam Kantrowitz over Sean Nicholson | 6-2; 6-2 | |
| 07/15/23 | Adam Kantrowitz over Sean Nicholson | 2-6; 6-1; 6-3 | Playoff Match |
| 05/15/23 | Sean Nicholson over Adam Kantrowitz | 6-4; 7-5 | |
| 04/24/23 | Adam Kantrowitz over Sean Nicholson | 6-4; 6-3 |
