Head to Head includes singles and doubles results.
| 02/21/22 | Hewitt Strange over Benjy Cooke | 7-5; 6-1 | |
| 05/16/21 | Hewitt Strange over Benjy Cooke |
7-6; 6-7; TB 10-8 |
|
| 07/29/20 | Benjy Cooke over Hewitt Strange | 6-2; 6-1 |
