| UTR Pro Tennis Series Florida Women | 2021/09/06 19:00 | Sophie Chang v Blanka Demicheli | 6-2,6-0 |
| ITF W25 Pelham | 2021/05/19 15:00 | Brooklyn Olson v Marcela Zacarias | 1-6,0-6 |
| ITF W25 Pelham | 2021/05/18 16:55 | Brooklyn Olson v Kelly Williford | 6-1,6-4 |
| ITF W25 Pelham | 2021/05/17 15:00 | Brooklyn Olson v Tiphanie Lemaitre | 3-6,7-5,10-4 |
| ITF W25 Pelham | 2021/05/16 15:00 | Amy Zhu v Brooklyn Olson | 5-7,3-6 |
| UTR Pro Tennis Series Florida Women | 2021/05/02 13:00 | Brooklyn Olson v Nibedita Ghosh | 6-2,2-6,4-6 |
| UTR Pro Tennis Series Florida Women | 2021/05/01 14:30 | Allura Zamarripa v Brooklyn Olson | 0-6,0-5 |
| UTR Pro Tennis Series Florida Women | 2021/04/28 18:15 | Brooklyn Olson v Irina Fetecau | 1-6,2-6 |
| UTR Pro Tennis Series Florida Women | 2021/04/27 13:00 | Brooklyn Olson v Nicole Conard | 7-6,6-3 |