Stadium: Landings Company Court Round: 14 Ground: Clay
| Challenger Pune | 2023/02/27 05:30 | Akira Santillan v Colin Sinclair | 6-7,7-5,6-2 |
| Challenger Pune | 2023/02/26 05:30 | Colin Sinclair v S D Prajwal Dev | 6-3,6-4 |
| 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 |
| ITF M25 Santo Domingo | 2023/02/22 19:25 | Preston Brown v Cash Hanzlik | 6-4,6-1 |
| ITF M25 Santo Domingo | 2023/02/15 16:55 | Preston Brown v Jesse Flores | 2-6,2-6 |
| ITF M25 Santo Domingo | 2023/02/14 13:00 | Preston Brown v Christian Heaney-Secord | 6-1,7-5 |
| ITF M25 Santo Domingo | 2023/02/13 17:00 | Preston Brown v Emilio Andrea Segarelli | 6-2,7-5 |
| ITF M15 Edmond | 2023/01/25 16:00 | Preston Brown v Marko Mesarovic | 4-6,4-6 |
| Challenger Noumea | 2023/01/02 00:00 | Blake Ellis v Preston Brown | 1-6,7-5,6-1 |
| Challenger Noumea | 2023/01/01 01:25 | Tiago Lopes v Preston Brown | 1-6,1-6 |
| ITF M15 Tauranga | 2022/12/20 01:00 | Preston Brown v Isaac Becroft | 2-6,4-6 |