| UTR Pro Florida Women | 2023/06/02 19:30 | Jennifer Jackson v Annabelle Davis | 4-6,3-6 |
| UTR Pro Florida Women | 2023/06/01 16:30 | Jennifer Jackson v Ichino Horikawa | 1-6,3-6 |
| UTR Pro Florida Women | 2023/05/31 15:00 | Kathryn Treiber v Jennifer Jackson | 7-6,5-3 |
| UTR Pro Florida Women | 2023/05/30 15:00 | Samantha Crawford v Jennifer Jackson | 6-2,6-0 |
| UTR Pro San Antonio Women | 2023/03/18 22:30 | Erica Jessel v Jennifer Jackson | 6-2,5-4 |
| UTR Pro San Antonio Women | 2023/03/17 21:15 | Diya Challa v Jennifer Jackson | 2-6,4-6 |
| UTR Pro San Antonio Women | 2023/03/16 21:30 | Maria Kononova v Jennifer Jackson | 7-5,5-2 |
| UTR Pro San Antonio Women | 2023/03/15 18:00 | Carla Pacot v Jennifer Jackson | 1-6,6-7 |