Head to Head includes singles and doubles results.
| 08/02/23 | John Pickering over Greg Snow Wasserman | 6-4; 6-2 | |
| 10/19/22 | John Pickering over Greg Snow Wasserman | 6-3; 6-3 | Playoff Match |
| 09/08/22 | John Pickering over Greg Snow Wasserman | 6-4; 6-3 |
