| UTR Pro Ann Arbor | 2023/07/28 15:30 | Ekansh Kumar v Douglas Yaffa | 1-6,6-3,3-6 |
| UTR Pro Ann Arbor | 2023/07/26 13:51 | Ekansh Kumar v Jacob Bickersteth | 6-7,0-6 |
| UTR Pro Ann Arbor | 2023/07/25 15:00 | Ekansh Kumar v Nate Bonetto | 4-6,6-7 |
| UTR Pro Ann Arbor | 2023/07/24 16:00 | Max Bengtsson v Ekansh Kumar | 6-2,6-1 |
| UTR Pro Ann Arbor | 2023/07/28 19:50 | Michael Ross v Middleton, Jett | 6-1,6-1 |
| UTR Pro Ann Arbor | 2023/07/27 16:00 | Javier Rodriguez v Middleton, Jett | 6-0,6-0 |
| UTR Pro Ann Arbor | 2023/07/25 15:00 | Tanapatt Nirundorn v Middleton, Jett | 7-5,7-5 |
| UTR Pro Ann Arbor | 2023/07/24 22:06 | Middleton, Jett v Jackson Ross | 3-6,3-5 |
| UTR Pro California | 2023/05/14 00:30 | Middleton, Jett v Jeremy Field | 1-6,6-3,3-6 |
| UTR Pro California | 2023/05/11 20:00 | Middleton, Jett v Tobias Luo | 7-5,6-2 |
| 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 |