Stadium: Court 2 Round: 25 Ground: Hardcourt outdoor
| Challenger Bloomfield Hills | 2023/07/03 20:50 | Evan Zhu v Colin Sinclair | 7-5,1-6,6-2 |
| Challenger Bloomfield Hills | 2023/07/03 14:30 | Evan Zhu v Ji Sung Nam | 6-1,6-4 |
| Challenger Palmas del Mar | 2023/06/14 17:15 | Evan Zhu v Beibit Zhukayev | 6-4,5-7,2-6 |
| Challenger Palmas del Mar | 2023/06/13 17:30 | Evan Zhu v Viktor Durasovic | 7-6,6-4 |
| Challenger Palmas del Mar | 2023/06/12 17:40 | Evan Zhu v Alex Rybakov | 7-6,4-6,6-3 |
| Challenger Palmas del Mar | 2023/06/11 15:00 | Evan Zhu v Tristan McCormick | 4-6,6-3,7-5 |
| Challenger Tyler | 2023/06/05 16:30 | Peter Gojowczyk v Evan Zhu | 6-3,7-6 |
| Challenger Little Rock | 2023/05/31 16:00 | Evan Zhu v Mohamed Aziz Dougaz | 6-3,3-6,1-6 |
| Challenger Bloomfield Hills | 2023/07/03 21:30 | Tristan Schoolkate v Andres Martin | 6-3,7-5 |
| Challenger Bloomfield Hills | 2023/07/03 14:30 | Tristan Schoolkate v Alafia Ayeni | 7-6,6-4 |
| Challenger Medellin | 2023/06/27 15:00 | Tristan Schoolkate v Eduardo Ribeiro | 2-6,6-7 |
| Challenger Cali | 2023/06/21 22:00 | Tristan Schoolkate v Federico Delbonis | 6-7,1-6 |
| Challenger Cali | 2023/06/19 21:05 | Tristan Schoolkate v Thai-Son Kwiatkowski | 7-6,7-5 |
| Challenger Palmas del Mar | 2023/06/13 23:10 | Gustavo Heide v Tristan Schoolkate | 7-6,6-3 |
| Challenger Tyler | 2023/06/04 15:00 | Tristan Schoolkate v Tristan Boyer | 4-6,1-6 |
| Challenger Gwangju | 2023/05/01 03:15 | Tristan Schoolkate v Luke Saville | 1-6,0-6 |