Stadium: Court 6 Round: 26 Ground: Hardcourt outdoor
| 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 |
| ITF M25 Pensacola | 2023/05/17 13:50 | Chad Kissell v Colin Sinclair | 3-6,3-6 |
| Challenger Savannah | 2023/04/25 19:20 | Colin Sinclair v Mateus Alves | 2-6,6-7 |
| Challenger Prostejov | 2023/06/04 11:25 | Lorenzo Giustino v Pedro Sakamoto | 6-4,6-7,6-7 |
| Challenger Vicenza | 2023/05/29 10:50 | Lorenzo Giustino v Nerman Fatic | 2-6,2-6 |
| Challenger Vicenza | 2023/05/28 12:00 | Lorenzo Giustino v Daniel Dutra Da Silva | 6-4,4-6,6-1 |
| French Open | 2023/05/22 11:00 | Lorenzo Giustino v Frederico Ferreira Silva | 7-6,6-7,1-6 |
| Challenger Francavilla | 2023/05/13 10:00 | Lorenzo Giustino v Benoit Paire | 3-6,2-6 |
| Challenger Francavilla | 2023/05/12 11:55 | Raphael Collignon v Lorenzo Giustino | 6-7,2-6 |
| Challenger Francavilla | 2023/05/10 09:30 | Lorenzo Giustino v Dimitar Kuzmanov | 1-6,7-6,6-2 |
| Challenger Francavilla | 2023/05/08 14:00 | Lorenzo Giustino v Mikhail Kukushkin | 7-5,6-1 |