Head to Head includes singles and doubles results.
| 08/09/23 | Winfield "Scott" Brians over Pushpjeet Kanwar | 7-5; 4-6; 7-5 | Playoff Match |
| 06/22/23 | Winfield "Scott" Brians over Pushpjeet Kanwar | 6-2; 6-3 | |
| 05/21/23 | Winfield "Scott" Brians over Pushpjeet Kanwar | 6-2; 7-5 | |
| 04/09/23 | Winfield "Scott" Brians over Pushpjeet Kanwar | 6-1; 7-6 | |
| 02/12/23 | Pushpjeet Kanwar over Winfield "Scott" Brians | 6-4; 6-0 | |
| 11/06/22 | Pushpjeet Kanwar over Winfield "Scott" Brians |
2-6; 6-2; TB 10-4 |
|
| 10/09/22 | Winfield "Scott" Brians over Pushpjeet Kanwar | 7-6; 6-3 | |
| 08/28/22 | Pushpjeet Kanwar over Winfield "Scott" Brians |
5-7; 7-5; TB 10-8 |
|
| 05/07/22 | Pushpjeet Kanwar over Winfield "Scott" Brians | 6-4; 6-0 | |
| 04/25/22 | Pushpjeet Kanwar over Winfield "Scott" Brians | 10-2 |
