| UTR Pro Tennis Series California Women | 2021/05/09 16:30 | Madeleine Jessup v Nikita Vishwase | 6-4,6-2 |
| UTR Pro Tennis Series California Women | 2021/05/08 18:00 | Madeleine Jessup v Makenna Thiel | 6-4,5-0 |
| UTR Pro Tennis Series California Women | 2021/05/07 21:00 | Parker Fry v Madeleine Jessup | 6-7,3-6 |
| UTR Pro Tennis Series California Women | 2021/05/05 19:30 | Savannah Broadus v Madeleine Jessup | 6-1,5-2 |
| UTR Pro Tennis Series California Women | 2021/05/03 16:30 | Dalayna Hewitt v Madeleine Jessup | 5-7,7-5,2-5 |
| UTR Pro Tennis Series California Women | 2021/05/01 21:00 | Madeleine Jessup v Maxine Murphy | 3-5 |
| UTR Pro Tennis Series California Women | 2021/04/29 19:30 | Madeleine Jessup v Arianna Stavropoulos | 6-2,6-4 |
| UTR Pro Tennis Series California Women | 2021/04/28 21:30 | Madeleine Jessup v Jwany Sherif | 4-6,6-1,5-2 |
| ITF W15 Monastir | 2021/08/05 09:15 | Olga Helmi v Gianna Pielet | 6-2,6-1 |
| ITF W15 Monastir | 2021/08/04 16:00 | Gianna Pielet v Feryel Ben Hassen | 6-4,6-0 |
| ITF W15 Monastir | 2021/08/03 08:30 | Gianna Pielet v Elena Micic | 6-1,6-2 |
| ITF W15 Monastir | 2021/08/02 16:00 | Gianna Pielet v Renne Singla | 6-0,6-4 |
| ITF W15 Monastir | 2021/07/27 09:00 | Gianna Pielet v Katja Wiersholm | 1-6,3-6 |
| ITF W15 Monastir | 2021/07/26 10:30 | Gianna Pielet v Sophie Williams | 6-1,6-4 |
| ITF W15 Monastir | 2021/07/19 10:30 | Gianna Pielet v Marianne Argyrokastriti | 6-7,6-3,7-10 |
| ITF W15 Monastir | 2021/07/15 08:30 | Gianna Pielet v Tiphanie Lemaitre | 3-6,2-6 |