Head to Head includes singles and doubles results.
| 04/20/24 | Jeremy Brooks over Daniel Ocasio | 6-1; 6-2 | |
| 02/25/24 | Jeremy Brooks over Daniel Ocasio | 6-4; 6-3 | |
| 08/08/23 | Jeremy Brooks over Daniel Ocasio | 6-3; 6-4 | |
| 07/30/23 | Daniel Ocasio over Jeremy Brooks |
7-6; 0-6; TB 11-9 |
|
| 09/01/22 | Jeremy Brooks over Daniel Ocasio |
7-5; 6-7; TB 11-9 |
