Stadium: Court 3 Round: 19 Ground: Hardcourt outdoor
| 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 Little Rock | 2023/05/29 20:00 | Evan Zhu v Tristan Boyer | 6-4,6-7,7-6 |
| Challenger Bloomfield Hills | 2023/07/03 14:15 | Patrick Maloney v Colin Sinclair | 7-6,6-7,3-6 |
| ITF M25 Tulsa | 2023/06/20 16:00 | Adam Neff v Colin Sinclair | 4-6,7-5,7-5 |
| Challenger Palmas del Mar | 2023/06/14 15:00 | Liam Draxl v Colin Sinclair | 7-6,6-3 |
| Challenger Palmas del Mar | 2023/06/13 20:00 | Colin Sinclair v Alexander Bravo | 6-2,6-0 |
| Challenger Palmas del Mar | 2023/06/12 15:00 | Kaito Uesugi v Colin Sinclair | 1-6,6-7 |
| Challenger Palmas del Mar | 2023/06/11 18:40 | Henrik Wiersholm v Colin Sinclair | 2-6,1-6 |
| ITF M15 Rancho Santa Fe | 2023/06/04 20:05 | Colin Sinclair v Jaimee Floyd Angele | 6-3,6-2 |
| ITF M15 Rancho Santa Fe | 2023/06/03 16:55 | Noah Schachter v Colin Sinclair | 3-6,5-7 |