| UTR Pro Atlanta Women | 2023/04/18 23:45 | Conley Raidt v Laima Frosch | 1-6,6-4,7-5 |
| UTR Pro Atlanta Women | 2023/04/17 20:30 | Elisabeth Dunac v Conley Raidt | 5-7,0-6 |
| UTR Pro Florida Women | 2023/02/11 15:00 | Conley Raidt v Tara Malik | 2-6,3-5 |
| UTR Pro Florida Women | 2023/02/10 20:00 | Sophia Graver v Conley Raidt | 4-6,6-4,6-2 |
| UTR Pro Florida Women | 2023/02/09 15:30 | Sophie Llewellyn v Conley Raidt | 2-6,6-2,5-7 |
| UTR Pro Florida Women | 2023/02/07 19:04 | Caroline Nicholls v Conley Raidt | 7-5,7-5 |
| UTR Pro Florida Women | 2023/02/06 20:00 | Conley Raidt v Lara Smejkal | 2-6,3-6 |
| UTR Pro Atlanta Women | 2023/01/27 18:00 | Iulia Bucea v Conley Raidt | 6-3,6-0 |
| 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 |
| UTR Pro Tennis Series Florida Women | 2022/06/01 13:00 | Brooklyn Olson v Kylie Bilchev | 2-6,6-2,5-2 |
| UTR Pro Tennis Series Florida Women | 2022/05/31 19:30 | Brooklyn Olson v Juliette Nask | 6-3,6-4 |