Head to Head includes singles and doubles results.
| 09/03/21 | Matthew Silver over Jeffrey Rosenbloom | 10-4 | |
| 09/26/20 | Jeffrey Rosenbloom over Matthew Silver | 6-3; 7-5 | |
| 09/16/20 | Matthew Silver over Jeffrey Rosenbloom | 6-3; 6-4 | |
| 08/30/20 | Jeffrey Rosenbloom over Matthew Silver |
5-7; 6-3; TB 7-5 |
Playoff Match |
