Head to Head includes singles and doubles results.
| 04/23/24 | Kyle Hebert over Antonio Macomber | 6-3; 7-5 | |
| 08/16/23 | Kyle Hebert over Antonio Macomber | 6-1; 6-2 | Playoff Match |
| 07/11/23 | Antonio Macomber over Kyle Hebert |
7-5; 3-6; TB 10-7 |
|
| 06/21/23 | Kyle Hebert over Antonio Macomber | 6-2; 6-4 | |
| 04/18/23 | Antonio Macomber over Kyle Hebert | 7-5; 6-1 | |
| 09/15/22 | Kyle Hebert over Antonio Macomber |
2-6; 7-5; TB 12-10 |
|
| 07/07/22 | Antonio Macomber over Kyle Hebert | 6-3; 7-5 |
