Stadium: Court 1 Round: 29 Ground: Hardcourt outdoor
| Challenger Mexico City | 2023/03/26 16:00 | Colin Sinclair v Giovanni Mpetshi Perricard | 6-7,5-7 |
| ITF M25 Canberra | 2023/03/16 23:00 | Colin Sinclair v Tatsuma Ito | 4-6,4-6 |
| ITF M25 Canberra | 2023/03/16 00:30 | Colin Sinclair v Jeremy Beale | 6-2,6-2 |
| ITF M25 Canberra | 2023/03/14 02:00 | Colin Sinclair v Calum Puttergill | 6-3,6-2 |
| 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 |
| ITF M25 Calabasas | 2023/03/23 19:20 | Jaimee Floyd Angele v Christian Langmo | 6-3,3-6,4-10 |
| ITF M25 Montreal | 2023/03/18 16:55 | Jaimee Floyd Angele v Henri Squire | 7-6,3-6,4-6 |
| ITF M25 Montreal | 2023/03/17 15:40 | Jaimee Floyd Angele v Jules Marie | 7-6,6-0 |
| ITF M25 Montreal | 2023/03/14 19:40 | Sebastian Gima v Jaimee Floyd Angele | 5-7,3-6 |
| ITF M25 Montreal | 2023/03/07 18:10 | Juan Carlos Aguilar v Jaimee Floyd Angele | 6-3,7-5 |
| ITF M25 Santo Domingo | 2023/02/18 14:00 | Daniel Dutra Da Silva v Jaimee Floyd Angele | 6-3,6-2 |
| ITF M25 Santo Domingo | 2023/02/17 15:40 | Daniel Rodrigues v Jaimee Floyd Angele | 2-6,2-6 |
| ITF M25 Santo Domingo | 2023/02/16 13:30 | Thomas Brown v Jaimee Floyd Angele | 6-7,2-6 |