Head to Head includes singles and doubles results.
| 05/26/22 | Charlie Race over Jason Williams | 6-2; 6-2 | |
| 06/25/21 | Charlie Race over Jason Williams | 6-0; 6-3 | Playoff Match |
| 05/14/21 | Charlie Race over Jason Williams | 6-0; 6-3 | |
| 10/10/20 | Charlie Race over Jason Williams | 6-4; 6-3 | |
| 08/10/20 | Charlie Race over Jason Williams | 6-0; 6-4 | |
| 06/03/20 | Charlie Race over Jason Williams | 7-6; 7-5 | |
| 10/06/19 | Charlie Race over Jason Williams | 6-3; 7-5 | |
| 08/09/19 | Charlie Race over Jason Williams | 6-3; 6-2 | |
| 05/28/19 | Jason Williams over Charlie Race | 7-5; 6-3 | |
| 08/24/18 | Charlie Race over Jason Williams | 6-1; 1-6; 7-6 | |
| 07/26/18 | Charlie Race over Jason Williams | 6-3; 1-6; 6-4 |
