Head to Head includes singles and doubles results.
| 10/08/21 | Samik Adhikari over Jason Gerson | 7-5; 6-4 | Playoff Match |
| 09/02/21 | Samik Adhikari over Jason Gerson | 6-1; 7-6 | |
| 04/27/21 | Jason Gerson over Samik Adhikari | 6-3; 6-3 |
