Stadium: Court 7 Round: 26 Ground: Hardcourt outdoor
| ITF M25 Southaven | 2023/08/08 18:30 | Andrew Fenty v Taha Baadi | 6-3,6-4 |
| ATP Washington | 2023/07/29 15:50 | Brandon Holt v Andrew Fenty | 7-5,6-3 |
| ITF M25 Champaign | 2023/07/19 19:45 | Andrew Fenty v Alexander Bernard | 6-4,3-6,6-7 |
| ITF M25 Champaign | 2023/07/18 15:00 | Kareem Allaf v Andrew Fenty | 1-6,2-6 |
| Challenger Chicago | 2023/07/09 17:20 | Yunseong Chung v Andrew Fenty | 7-5,6-2 |
| Challenger Bloomfield Hills | 2023/07/03 20:00 | Omar Jasika v Andrew Fenty | 6-3,6-4 |
| UTR Pro Tennis Series Florida | 2022/06/13 14:30 | John Bernard v Andrew Fenty | 6-3,6-3 |
| UTR Pro Tennis Series Florida | 2022/06/12 16:00 | Kenner Taylor v Andrew Fenty | 6-0,4-6,5-3 |
| Challenger Lexington | 2023/07/31 15:40 | Tristan Boyer v Michael Zheng | 6-3,6-2 |
| Challenger Lexington | 2023/07/30 16:00 | Eli Stephenson v Michael Zheng | 4-6,2-6 |
| ITF M25 Edwardsville | 2023/07/27 13:30 | Learner Tien v Michael Zheng | 6-3,6-1 |
| ITF M25 Edwardsville | 2023/07/26 18:35 | Hunter Heck v Michael Zheng | 6-4,4-6,2-6 |
| Challenger Chicago | 2023/07/09 15:00 | Michael Zheng v Bernard Tomic | 6-4,2-6,4-6 |
| Challenger Bloomfield Hills | 2023/07/04 16:25 | Michael Zheng v Emilio Gomez | 4-6,1-6 |
| Challenger Palmas del Mar | 2023/06/18 20:00 | Michael Zheng v Kei Nishikori | 2-6,5-7 |
| Challenger Palmas del Mar | 2023/06/17 21:40 | Beibit Zhukayev v Michael Zheng | 6-3,3-6,6-7 |