Stadium: Stadium Court Round: 25 Ground: Hardcourt outdoor
| 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 |
| ITF M15 Rancho Santa Fe | 2023/06/02 20:00 | Colin Sinclair v Juan Carlos Aguilar | 6-3,6-0 |
| ITF M15 Rancho Santa Fe | 2023/06/01 21:45 | Colin Sinclair v Gianni Ross | 6-3,2-6,7-6 |
| ITF M15 Rancho Santa Fe | 2023/05/31 19:20 | Colin Sinclair v Ethan Schiffman | 7-6,6-2 |
| ITF M25 Pensacola | 2023/05/18 15:30 | Blu Baker v Colin Sinclair | 7-6,6-1 |
| UTR Pro Tennis Series Florida | 2022/11/29 17:30 | Hunter Robbins v Alexander Bravo | 6-4,6-0 |
| UTR Pro Tennis Series Florida | 2022/11/28 22:00 | Davis Taylor v Alexander Bravo | 6-3,6-2 |
| UTR Pro Tennis Series Florida | 2022/11/27 17:30 | Alexander Bravo v Markus Ekstrand | 2-6,4-6 |