Stadium: Court 2 Round: 19 Ground: Hardcourt outdoor
| Challenger Bengaluru | 2023/02/19 11:50 | Jay Clarke v Colin Sinclair | 4-6,5-7 |
| Challenger Manama | 2023/02/15 11:15 | Tomas Machac v Colin Sinclair | 6-0,6-2 |
| Challenger Manama | 2023/02/14 11:35 | Colin Sinclair v Andrea Arnaboldi | 7-6,2-6,6-3 |
| Challenger Manama | 2023/02/13 11:30 | Andrea Arnaboldi v Colin Sinclair | 6-4,7-6 |
| Challenger Manama | 2023/02/12 13:30 | Koray Kirci v Colin Sinclair | 3-6,2-6 |
| Davis Kupa | 2023/02/04 16:30 | Darian King v Colin Sinclair | 7-6,6-3 |
| Davis Kupa | 2023/02/03 16:40 | Kaipo Marshall v Colin Sinclair | 2-6,1-6 |
| ITF M25 Wesley Chapel | 2023/01/27 16:55 | Colin Sinclair v Zachary Svajda | 1-6,0-6 |
| Challenger Bengaluru | 2023/02/19 11:15 | Akira Santillan v Alibek Kachmazov | 4-6,7-5,5-7 |
| Challenger Chennai | 2023/02/14 06:00 | Alibek Kachmazov v Dalibor Svrcina | 2-6,3-6 |
| Challenger Chennai | 2023/02/13 07:10 | Alibek Kachmazov v Vladyslav Orlov | 6-4,7-6 |
| Challenger Chennai | 2023/02/12 07:15 | Alibek Kachmazov v Manish Sureshkumar | 6-1,6-2 |
| Challenger Koblenz | 2023/01/30 11:30 | Alibek Kachmazov v Vitaliy Sachko | 4-6,3-6 |
| Challenger Koblenz | 2023/01/29 15:25 | Alibek Kachmazov v Tristan Lamasine | 6-3,6-2 |
| Challenger Ottignies | 2023/01/25 11:05 | Kaichi Uchida v Alibek Kachmazov | 6-4,6-4 |
| Challenger Ottignies | 2023/01/24 10:35 | Joris De Loore v Alibek Kachmazov | 6-4,6-4 |