Head to Head includes singles and doubles results.
| 12/20/23 | Devin Simmons over Jason Rhee | 6-4; 7-6 | |
| 05/02/23 | Devin Simmons over Jason Rhee | 6-4; 7-6 | |
| 03/30/23 | Devin Simmons over Jason Rhee | 6-3; 6-0 | |
| 12/13/22 | Devin Simmons over Jason Rhee | 6-2; 6-3 |
