Head to Head includes singles and doubles results.
| 10/26/23 | Jennifer Romanowski over Cindy Holton | 6-2; 6-1 | Playoff Match |
| 09/26/23 | Jennifer Romanowski over Cindy Holton | 6-1; 6-1 | |
| 06/25/23 | Jennifer Romanowski over Cindy Holton | 10-1 | |
| 08/01/22 | Jennifer Romanowski over Cindy Holton | 6-1; 6-4 | Playoff Match |
| 06/12/22 | Jennifer Romanowski over Cindy Holton | 6-4; 6-3 | |
| 06/05/22 | Jennifer Romanowski over Cindy Holton | 6-3; 6-0 |
