| UTR Pro Florida | 2023/08/06 12:00 | Sebastian Gorzny v Oscar Brown | 7-5,6-3 |
| UTR Pro Florida | 2023/08/05 13:30 | Oscar Brown v Matt Kuhar | 7-5,6-3 |
| UTR Pro Florida | 2023/08/04 12:00 | Oscar Brown v Ellis Short | 3-6,7-5,6-2 |
| UTR Pro Florida | 2023/08/03 14:38 | Carson Baker v Oscar Brown | 1-6,1-2 |
| UTR Pro Florida | 2023/08/02 12:00 | Jose Garcia v Oscar Brown | 6-7,2-6 |
| UTR Pro Florida | 2023/07/30 19:16 | Oscar Brown v Dante Russo | 7-5,5-1 |
| UTR Pro Olomouc | 2023/07/08 10:04 | Oscar Brown v Jakub Novak | 4-6,2-6 |
| UTR Pro Olomouc | 2023/07/07 08:12 | Oscar Brown v Nikita Mashtakov | 6-1,6-2 |