Stadium: Court 1 Round: 29 Ground: Hardcourt outdoor
| ITF M25 Wesley Chapel | 2023/01/27 16:55 | Colin Sinclair v Zachary Svajda | 1-6,0-6 |
| ITF M25 Wesley Chapel | 2023/01/26 16:00 | Colin Sinclair v Patrick Kypson | 6-4,6-1 |
| ITF M25 Wesley Chapel | 2023/01/25 20:45 | Colin Sinclair v Connor Farren | 6-3,6-4 |
| UTR Pro Pozos | 2023/01/22 15:00 | Colin Sinclair v Anthony Wright | 7-6,5-4 |
| UTR Pro Pozos | 2023/01/21 15:00 | Colin Sinclair v Krish Arora | 6-1,6-1 |
| UTR Pro Pozos | 2023/01/20 22:43 | Alexander Aney v Colin Sinclair | 4-6,4-6 |
| UTR Pro Pozos | 2023/01/19 23:30 | Luciano Doria v Colin Sinclair | 7-6,6-7,2-5 |
| UTR Pro Pozos | 2023/01/17 23:45 | Christian Heaney-Secord v Colin Sinclair | 2-6,3-6 |
| Challenger Cleveland | 2023/01/29 15:00 | Jaimee Floyd Angele v Evan King | 6-2,6-3 |
| ITF M25 Wesley Chapel | 2023/01/26 15:00 | Jaimee Floyd Angele v Alfredo Perez | 4-6,4-6 |
| ITF M25 Wesley Chapel | 2023/01/25 18:35 | Leo Vithoontien v Jaimee Floyd Angele | 3-6,4-6 |
| ITF M25 Doha | 2023/01/19 12:00 | Bogdan Bobrov v Jaimee Floyd Angele | 3-6,6-3,7-5 |
| ITF M25 Doha | 2023/01/18 13:25 | Jaimee Floyd Angele v Mukund Sasikumar | 6-2,6-4 |
| ITF M25 Doha | 2023/01/17 16:30 | Jaimee Floyd Angele v Deney Wassermann | 7-6,6-7,7-6 |
| ITF M15 Doha | 2023/01/11 12:00 | Kristjan Tamm v Jaimee Floyd Angele | 6-3,6-2 |
| ITF M15 Trnava | 2022/12/07 09:00 | Zsombor Velcz v Jaimee Floyd Angele | 6-3,6-1 |