Home History
| ITF W25 Guayaquil | 2023/04/26 17:30 | Maria Camila Torres Murcia v Jessie Aney | 7-6,6-4 |
| ITF W25 Guayaquil | 2023/04/20 18:05 | Jessie Aney v Marine Partaud | 6-4,6-7,2-6 |
| ITF W25 Guayaquil | 2023/04/19 17:40 | Jessie Aney v Anastasia Iamachkine | 6-1,6-4 |
| ITF W25 Boca Raton | 2023/04/11 21:00 | Jessie Aney v Makenna Jones | 7-6,3-6,9-11 |
| ITF W25 Boca Raton | 2023/04/11 15:00 | Jessie Aney v Victoria Hu | 2-6,6-4,11-9 |
| ITF W25 Jackson | 2023/04/04 19:55 | Makenna Jones v Jessie Aney | 6-0,7-5 |
| ITF W25 Fredericton | 2023/03/09 16:25 | Viktoria Morvayova v Jessie Aney | 6-2,6-3 |
| ITF W25 Fredericton | 2023/03/07 17:45 | Quinn Gleason v Jessie Aney | 6-4,3-6,2-6 |
Away History
| UTR Pro Atlanta Women | 2023/04/20 19:00 | Eva Siska v Brooklyn Olson | 6-1,6-3 |
| UTR Pro Atlanta Women | 2023/04/19 23:00 | Conley Raidt v Brooklyn Olson | 2-6,2-6 |
| UTR Pro Atlanta Women | 2023/04/17 23:09 | Ella Suk v Brooklyn Olson | 4-6,2-6 |
| ITF W60 Trnava | 2023/02/27 10:40 | Brooklyn Olson v Elena Malygina | 5-7,2-6 |
| ITF W25 Trnava | 2022/10/24 09:00 | Brooklyn Olson v Lucija Ciric Bagaric | 6-0,2-6,12-14 |
| ITF W60 Trnava Qual | 2022/10/10 09:55 | Pei-Chi Lee v Brooklyn Olson | 6-3,6-2 |
| ITF W60 Trnava | 2022/10/03 08:00 | Brooklyn Olson v Arina Gabriela Vasilescu | 0-6,2-6 |
| UTR Pro Tennis Series Florida Women | 2022/06/02 16:30 | Hurricane Tyra Black v Brooklyn Olson | 6-3,5-0 |