Stadium: Show Court Round: 28 Ground: Hardcourt outdoor
| 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 |
| ITF M15 Rancho Santa Fe | 2023/06/02 20:00 | Colin Sinclair v Juan Carlos Aguilar | 6-3,6-0 |
| Challenger Nottingham | 2023/06/11 16:10 | Joris De Loore v Luke Saville | 7-6,4-6,7-6 |
| Challenger Surbiton | 2023/06/07 11:45 | Zizou Bergs v Luke Saville | 6-2,7-6 |
| Challenger Surbiton | 2023/06/06 12:50 | Alexei Popyrin v Luke Saville | 7-6,4-6,6-7 |
| Challenger Surbiton | 2023/06/05 10:00 | Jay Clarke v Luke Saville | 4-6,0-6 |
| Challenger Surbiton | 2023/06/04 10:00 | Luke Saville v Nicolas Mejia | 7-6,6-3 |
| Challenger Busan | 2023/05/10 02:00 | Luke Saville v Brandon Holt | 3-6,3-6 |
| Challenger Busan | 2023/05/09 03:20 | Ricardas Berankis v Luke Saville | 6-7,3-6 |
| Challenger Busan | 2023/05/08 06:15 | Woobin Shin v Luke Saville | 1-6,3-6 |