Stadium: Court 1N Round: 25 Ground: Hardcourt outdoor
| ITF M25 Decatur | 2023/08/05 17:50 | Cash Hanzlik v Hunter Heck | 6-2,6-1 |
| ITF M25 Decatur | 2023/08/04 14:00 | Hunter Heck v Ezekiel Clark | 6-1,6-0 |
| ITF M25 Decatur | 2023/08/03 19:50 | Shunsuke Mitsui v Hunter Heck | 0-6,2-6 |
| ITF M25 Edwardsville | 2023/07/26 18:35 | Hunter Heck v Michael Zheng | 6-4,4-6,2-6 |
| ITF M25 Champaign | 2023/07/19 16:35 | Evgeny Donskoy v Hunter Heck | 6-1,6-3 |
| ITF M25 Tulsa | 2023/06/20 16:00 | Alfredo Perez v Hunter Heck | 6-2,6-3 |
| ITF M25 Wichita | 2023/06/14 15:00 | Ezekiel Clark v Hunter Heck | 2-6,6-1,6-4 |
| ITF M25 Wichita | 2023/06/13 14:50 | Hunter Heck v Franco Ribero | 3-6,6-3,10-6 |
| Challenger Winnipeg | 2023/08/14 16:00 | Ulises Blanch v Andrew Fenty | 6-3,1-6,6-4 |
| Challenger Winnipeg | 2023/08/13 17:35 | Andrew Fenty v James Trotter | 6-4,2-6,7-6 |
| ITF M25 Southaven | 2023/08/10 16:25 | Andrew Fenty v Michael Zheng | 3-6,0-6 |
| 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 |