Head to Head includes singles and doubles results.
| 10/15/23 | Adam Dietz over Dillon Grimes | 6-2; 6-2 | |
| 10/04/23 | Dillon Grimes over Adam Dietz | 6-2; 6-4 | |
| 09/24/23 | Adam Dietz over Dillon Grimes | 10-5 | |
| 08/09/23 | Adam Dietz over Dillon Grimes |
5-7; 6-1; TB 10-5 |
|
| 05/03/23 | Dillon Grimes over Adam Dietz |
4-6; 6-2; TB 10-7 |
|
| 09/25/22 | Dillon Grimes over Adam Dietz |
6-4; 4-6; TB 10-4 |
|
| 07/26/22 | Adam Dietz over Dillon Grimes |
6-2; 4-6; TB 10-6 |
|
| 06/09/22 | Adam Dietz over Dillon Grimes | 6-4; 6-4 | |
| 09/11/21 | Dillon Grimes over Adam Dietz | 6-3; 6-4 |
