| UTR Pro Tennis Series California Women | 2021/12/28 16:00 | Brooke Killingsworth v Jessup, Madeleine | 0-6,4-6 |
| UTR Pro Tennis Series California Women | 2021/05/09 16:30 | Jessup, Madeleine v Nikita Vishwase | 6-4,6-2 |
| UTR Pro Tennis Series California Women | 2021/05/08 18:00 | Jessup, Madeleine v Makenna Thiel | 6-4,5-0 |
| UTR Pro Tennis Series California Women | 2021/05/07 21:00 | Parker Fry v Jessup, Madeleine | 6-7,3-6 |
| UTR Pro Tennis Series California Women | 2021/05/05 19:30 | Savannah Broadus v Jessup, Madeleine | 6-1,5-2 |
| UTR Pro Tennis Series California Women | 2021/05/03 16:30 | Dalayna Hewitt v Jessup, Madeleine | 5-7,7-5,2-5 |
| UTR Pro Tennis Series California Women | 2021/05/01 21:00 | Jessup, Madeleine v Maxine Murphy | 3-5 |
| UTR Pro Tennis Series California Women | 2021/04/29 19:30 | Jessup, Madeleine v Arianna Stavropoulos | 6-2,6-4 |
| UTR Pro Tennis Series Miami Women | 2021/12/18 18:30 | Katya Townsend v Levashova, Evgeniya | 4-6,0-6 |
| UTR Pro Tennis Series Miami Women | 2021/12/16 19:00 | Marsh, Ruth v Katya Townsend | 5-7,1-6 |
| UTR Pro Tennis Series Miami Women | 2021/12/16 15:40 | Ava Todd v Katya Townsend | 6-4,5-2 |
| UTR Pro Tennis Series Miami Women | 2021/12/13 13:00 | Seren Agar v Katya Townsend | 6-4,5-7,6-2 |
| ITF W15 Cancun | 2019/12/12 18:55 | Katya Townsend v Kukharchuk, Nika | 1-6,1-6 |
| ITF W15 Cancun | 2019/12/11 19:20 | Arangio, Gala v Katya Townsend | 0-6,6-4,2-6 |
| ITF W15 Norman | 2019/10/01 15:00 | Katya Townsend v Carmen Corley | 3-6,2-6 |
| ITF W15 Lubbock | 2019/09/18 15:00 | Sewing, Sofia v Katya Townsend | 6-1,4-6,6-4 |