Stadium: Court 1 Round: 19 Ground: Hardcourt outdoor
| ITF M25 Darwin | 2022/09/14 08:05 | Philip Sekulic v Colin Sinclair | 6-7,7-6,6-3 |
| 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 |
| 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 Granby | 2023/07/16 22:45 | Alfredo Perez v Philip Sekulic | 3-6,4-6 |
| ITF M25 Laval | 2023/07/14 16:45 | Liam Draxl v Philip Sekulic | 7-6,6-4 |
| ITF M25 Laval | 2023/07/13 17:35 | Junghee You v Philip Sekulic | 3-6,4-6 |
| ITF M25 Laval | 2023/07/12 16:50 | Kuang Qing Xu v Philip Sekulic | 3-6,3-6 |
| ITF M15 Lakewood | 2023/07/07 19:50 | Stefan Dostanic v Philip Sekulic | 7-6,1-6,6-4 |
| ITF M15 Lakewood | 2023/07/06 17:00 | Noah Zamora v Philip Sekulic | 2-6,1-6 |
| ITF M15 Lakewood | 2023/07/05 21:15 | Isaiah Strode v Philip Sekulic | 1-6,2-6 |
| ITF M25 Nakhon Si Thammarat | 2023/06/17 02:00 | Kasidit Samrej v Philip Sekulic | 7-5,3-6,6-4 |