Stadium: Court 1 Round: 2
| Davis Kupa | 2023/07/27 05:30 | Colin Sinclair v Sarinreach Leng | 7-5,6-2 |
| Davis Kupa | 2023/07/26 08:00 | Colin Sinclair v Mitsuki Wei Kang Leong | 6-2,2-6,6-7 |
| Challenger Granby | 2023/07/17 17:05 | Colin Sinclair v Philip Sekulic | 3-6,4-6 |
| Challenger Granby | 2023/07/16 22:30 | Colin Sinclair v Martin Damm | 6-7,7-6,6-3 |
| Challenger Chicago | 2023/07/10 17:05 | Omar Jasika v Colin Sinclair | 6-4,6-4 |
| Challenger Chicago | 2023/07/09 19:05 | Strong Kirchheimer v Colin Sinclair | 6-7,4-6 |
| 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 14:15 | Patrick Maloney v Colin Sinclair | 7-6,6-7,3-6 |