Stadium: Court 7 Round: 26 Ground: Hardcourt outdoor
| Challenger Bengaluru | 2023/02/20 07:30 | Colin Sinclair v Alibek Kachmazov | 5-7,2-6 |
| 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 Cup | 2023/02/04 16:30 | Darian King v Colin Sinclair | 7-6,6-3 |
| Davis Cup | 2023/02/03 16:40 | Kaipo Marshall v Colin Sinclair | 2-6,1-6 |
| ITF M25 Wesley Chapel | 2023/01/25 14:00 | Gianni Ross v Zachary Svajda | 1-6,2-6 |
| ITF M15 Ithaca | 2023/01/17 18:30 | Osgar O'Hoisin v Gianni Ross | 7-6,6-3 |
| ITF M15 Winston-Salem | 2022/11/09 21:10 | Luciano Tacchi v Gianni Ross | 7-6,6-1 |
| Challenger Charlottesville | 2022/10/30 15:30 | Aidan Mchugh v Gianni Ross | 6-3,4-6,6-4 |
| ITF M15 Norman | 2022/10/27 17:00 | Gianni Ross v Tyler Zink | 5-7,4-6 |
| ITF M15 Norman | 2022/10/25 16:45 | Gianni Ross v Siem Woldeab | 5-7,6-1,7-6 |
| ITF M25 Harlingen | 2022/10/20 16:40 | Gianni Ross v Kyle Kang | 5-7,4-6 |
| ITF M25 Harlingen | 2022/10/19 21:05 | Gianni Ross v Leo Vithoontien | 6-1,6-4 |