Stadium: Court 3 Round: 25 Ground: Hardcourt outdoor
| Billie Jean King Cup 2022, Finals | 2023/07/29 03:55 | 로우틀리프, 에린 v Jessup, Madeleine | 3-6,5-7 |
| Billie Jean King Cup 2022, Finals | 2023/07/28 05:10 | Jessup, Madeleine v 우, 호칭 | 6-4,5-7,3-6 |
| Billie Jean King Cup 2022, Finals | 2023/07/27 02:00 | Jessup, Madeleine v Amna Ali Qayum | 6-0,6-0 |
| Billie Jean King Cup 2022, Finals | 2023/07/26 03:05 | Jessup, Madeleine v Fremont Gibson | 6-2,6-1 |
| UTR Pro Taipei Women | 2023/07/20 04:30 | Jessup, Madeleine v 로디코바, 다리아 | 3-6,1-4 |
| UTR Pro Taipei Women | 2023/07/19 01:00 | 추, 딘 v Jessup, Madeleine | 1-6,3-6 |
| UTR Pro Taipei Women | 2023/07/18 01:00 | Hsuan Huang v Jessup, Madeleine | 3-6,2-6 |
| ITF W25 Tainan | 2023/06/13 03:50 | 페테카우, 이리나 v Jessup, Madeleine | 6-1,6-1 |
| ITF W25 Florence | 2023/10/09 17:00 | 키린, 니콜 v 헤르텔, 안나 | 5-7,6-4,16-14 |
| ITF W60 Rome GA | 2023/10/03 14:00 | 헤르텔, 안나 v Flores, Victoria | 4-6,7-5,2-6 |
| ITF W60 Rome GA | 2023/10/02 19:40 | 프록터, 라우렌 v 헤르텔, 안나 | 4-6,4-6 |
| ITF W15 Hilton Head | 2023/09/27 14:50 | 헤르텔, 안나 v 오쿠토이, 안젤라 | 1-6,2-6 |
| ITF W40 Wroclaw | 2023/08/13 08:00 | 세베스토바, 이바나 v 헤르텔, 안나 | 6-2,6-0 |
| ITF W15 Savitaipale | 2023/08/04 09:00 | Luca Udvardy v 헤르텔, 안나 | 0-6,6-4,6-4 |
| ITF W15 Savitaipale | 2023/08/03 10:00 | Koskel, Anet Angelika v 헤르텔, 안나 | 4-6,4-6 |
| ITF W15 Savitaipale | 2023/08/02 11:45 | Aada Inna v 헤르텔, 안나 | 1-6,2-6 |