| UTR Pro California | 2023/05/10 20:54 | Middleton, Jett v Krish Arora | 6-4,6-7,6-7 |
| UTR Pro California | 2023/05/09 18:30 | Middleton, Jett v Lopez, Luis Humberto | 2-6,3-6 |
| UTR Pro California | 2023/05/08 18:30 | Middleton, Jett v Hudson Rivera | 1-6,6-7 |
| UTR Pro California | 2023/04/22 23:00 | Niels Hoffmann v Middleton, Jett | 6-4,6-2 |
| UTR Pro California | 2023/04/21 21:22 | Maciej Rajski v Middleton, Jett | 6-1,6-3 |
| UTR Pro California | 2023/04/20 18:30 | Gomez, Lucas v Middleton, Jett | 6-2,6-6 |
| UTR Pro California | 2023/04/19 19:31 | Arovin, Oleksiy v Middleton, Jett | 6-1,6-2 |
| UTR Pro California | 2023/04/17 18:30 | Rahul Sachdev v Middleton, Jett | 6-3,6-1 |
| UTR Pro California | 2023/05/10 18:30 | Hudson Rivera v Tobias Luo | 6-3,5-2 |
| UTR Pro California | 2023/05/08 17:00 | Lopez, Luis Humberto v Tobias Luo | 6-4,6-4 |