Stadium: Grossman-Kennedy Stadium Round: 25 Ground: Hardcourt outdoor
| Challenger Cary | 2023/09/16 21:00 | Zachary Svajda v Alex Michelsen | 6-3,7-5 |
| Challenger Cary | 2023/09/15 21:00 | Guido Andreozzi v Alex Michelsen | 3-6,5-7 |
| Challenger Cary | 2023/09/13 23:20 | Strong Kirchheimer v Alex Michelsen | 3-6,1-6 |
| Challenger Cary | 2023/09/12 18:45 | Maxime Janvier v Alex Michelsen | 7-5,6-7,3-6 |
| US Open | 2023/08/31 20:00 | Nicolas Jarry v Alex Michelsen | 4-6,6-3,6-3,6-3 |
| US Open | 2023/08/29 16:40 | Albert Ramos-Vinolas v Alex Michelsen | 4-6,3-6,4-6 |
| ATP Winston-Salem | 2023/08/24 01:50 | Laslo Djere v Alex Michelsen | 6-4,6-4 |
| ATP Winston-Salem | 2023/08/22 18:00 | Alex Michelsen v Sebastian Ofner | 7-6,7-5 |
| Challenger Tiburon | 2023/10/02 19:10 | Skander Mansouri v Brayden Schnur | 6-7,6-7 |
| Challenger Tiburon | 2023/10/01 19:55 | Brayden Schnur v Clement Chidekh | 6-3,6-2 |
| Challenger Charleston | 2023/09/24 17:10 | Brayden Schnur v August Holmgren | 7-6,5-7,6-7 |
| Challenger Columbus | 2023/09/17 14:00 | Federico Agustin Gomez v Brayden Schnur | 7-6,7-6 |
| Challenger Cary | 2023/09/11 21:00 | Brayden Schnur v Toby Samuel | 3-6,7-6,3-6 |
| Challenger - Winnipeg | 2023/08/15 16:00 | Darian King v Brayden Schnur | 6-2,6-1 |
| ATP Toronto | 2023/08/06 18:15 | Max Purcell v Brayden Schnur | 6-2,6-1 |
| ATP Toronto | 2023/08/05 18:25 | Brayden Schnur v Maxime Cressy | 4-6,7-6,7-5 |