Stadion: Grossman-Kennedy Stadium Round: 26 Ground: Hardcourt outdoor
| Challenger - Tiburon | 2023/10/03 20:20 | Alex Michelsen v Brayden Schnur | 6-7,6-3,6-4 |
| 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 |
| Challenger - Tiburon | 2023/10/03 18:35 | Giovanni Mpetshi Perricard v Thai-Son Kwiatkowski | 6-7,3-6 |
| Challenger - Tiburon | 2023/10/02 17:00 | Federico Agustin Gomez v Thai-Son Kwiatkowski | 6-7,1-6 |
| Challenger - Tiburon | 2023/10/01 18:35 | Thai-Son Kwiatkowski v Elmer Moller | 6-3,6-2 |
| Challenger - Charleston | 2023/09/27 14:00 | Christian Harrison v Thai-Son Kwiatkowski | 6-7,7-6,6-2 |
| Challenger - Charleston | 2023/09/25 16:55 | Skander Mansouri v Thai-Son Kwiatkowski | 6-3,2-6,5-7 |
| Challenger - Charleston | 2023/09/24 16:40 | Donald Young v Thai-Son Kwiatkowski | 4-6,4-6 |
| Challenger - Cary | 2023/09/13 17:30 | William Jansen v Thai-Son Kwiatkowski | 4-6,3-6 |
| Challenger - Cary | 2023/09/11 19:10 | Thai-Son Kwiatkowski v Keegan Smith | 7-6,6-4 |