Head to Head includes singles and doubles results.
| 01/22/22 | Tom Wente over Bob Montgomery | 6-2; 6-3 | |
| 12/05/21 | Tom Wente over Bob Montgomery |
5-7; 7-5; TB 10-6 |
|
| 10/08/21 | Bob Montgomery over Tom Wente |
6-7; 6-4; TB 15-13 |
|
| 09/15/21 | Bob Montgomery over Tom Wente | 7-5; 6-0 |
