| UTR Pro California | 2023/05/14 00:30 | Jett Middleton v Jeremy Field | 1-6,6-3,3-6 |
| UTR Pro California | 2023/05/11 20:00 | Jett Middleton v Tobias Luo | 7-5,6-2 |
| UTR Pro California | 2023/05/10 20:54 | Jett Middleton v Krish Arora | 6-4,6-7,6-7 |
| UTR Pro California | 2023/05/09 18:30 | Jett Middleton v Luis Humberto Lopez | 2-6,3-6 |
| UTR Pro California | 2023/05/08 18:30 | Jett Middleton v Hudson Rivera | 1-6,6-7 |
| UTR Pro California | 2023/04/22 23:00 | Niels Hoffmann v Jett Middleton | 6-4,6-2 |
| UTR Pro California | 2023/04/21 21:22 | Maciej Rajski v Jett Middleton | 6-1,6-3 |
| UTR Pro California | 2023/04/20 18:30 | Lucas Gomez v Jett Middleton | 6-2,6-6 |
| UTR Pro Boston | 2023/07/15 16:00 | Jackson Ross v Aidan Reilly | 5-7,0-0 |
| UTR Pro Boston | 2023/07/14 20:17 | Jackson Ross v James Hopper | 2-6,3-6 |
| UTR Pro Boston | 2023/07/13 18:00 | Jackson Ross v Aman Sharma | 6-3,6-1 |
| UTR Pro Boston | 2023/07/12 18:00 | Baptiste Anselmo v Jackson Ross | 4-6,4-6 |
| UTR Pro Boston | 2023/07/11 18:00 | James Lian v Jackson Ross | 4-6,7-6,4-6 |
| UTR Pro Florida | 2023/07/07 15:01 | Jackson Ross v Jerry Barton | 4-6,2-6 |
| UTR Pro Florida | 2023/07/05 12:00 | Jackson Ross v Matthew Rankin | 6-2,6-4 |
| UTR Pro Florida | 2023/07/04 18:35 | Jackson Ross v Vignesh Gogineni | 6-4,5-3 |