Stadium: Landings Company Court Round: 14 Ground: Clay
| Challenger - Tallahassee | 2023/04/18 16:40 | Kyle Kang v Colin Sinclair | 3-6,7-6,6-4 |
| Challenger - Tallahassee | 2023/04/17 18:05 | Colin Sinclair v Luca Potenza | 6-1,6-3 |
| Challenger - Tallahassee | 2023/04/16 17:00 | Colin Sinclair v Mathieu Scaglia | 6-7,7-5,6-2 |
| Challenger Leon | 2023/04/09 21:25 | Giovanni Mpetshi Perricard v Colin Sinclair | 6-7,6-3,6-1 |
| Challenger - San Luis Potosí | 2023/04/03 19:00 | Denis Yevseyev v Colin Sinclair | 6-4,6-4 |
| Challenger - San Luis Potosí | 2023/04/02 17:00 | Zukas, Matias v Colin Sinclair | 1-6,7-5,4-6 |
| Challenger - Mexique | 2023/03/26 16:00 | Colin Sinclair v Giovanni Mpetshi Perricard | 6-7,5-7 |
| Canberra, Singles M-ITF-AUS-06A | 2023/03/16 23:00 | Colin Sinclair v Tatsuma Ito | 4-6,4-6 |
| ITF - M25 Sharm El Sheikh | 2023/04/12 10:15 | Zura Tkemaladze v Preston Brown | 6-4,6-4 |
| ITF - M15 Sharm El Sheikh | 2023/04/05 08:30 | Gabriele Bosio v Preston Brown | 6-3,4-6,7-5 |
| ITF - M15 Sharm El Sheikh | 2023/04/04 08:30 | Preston Brown v Daniil Savelev | 6-3,6-1 |
| ITF - M15 Sharm El Sheikh | 2023/04/03 10:30 | Preston Brown v Bastola, Abhishek | 6-4,6-2 |
| ITF - M15 Sharm El Sheikh | 2023/04/02 08:00 | Preston Brown v Strahinja Cejovic | 6-1,6-2 |
| ITF - M15 Sharm El Sheikh | 2023/03/30 08:30 | Preston Brown v Mohamed Safwat | 6-4,3-6,4-6 |
| ITF - M15 Sharm El Sheikh | 2023/03/29 12:45 | Preston Brown v Erik Arutiunian | 7-6,6-3 |
| ITF - M15 Héraklion | 2023/03/21 07:00 | Preston Brown v Ron Ellouck | 6-7,3-6 |