Stadium: Court 1 Round: 25 Ground: Hardcourt indoor
| ITF M15 Naples | 2023/02/21 15:30 | Juan Carlos Aguilar v Ryan Dickerson | 2-6,3-6 |
| ITF M15 Naples | 2023/02/20 15:00 | Juan Carlos Aguilar v Benjamin Denis Alarcon | 6-2,6-1 |
| ITF M15 Weston | 2023/02/15 17:45 | Cooper Williams v Juan Carlos Aguilar | 6-0,7-6 |
| ITF M15 Weston | 2023/02/14 15:00 | Lorenzo Claverie v Juan Carlos Aguilar | 2-6,6-4,7-10 |
| ITF M15 Weston | 2023/02/13 16:30 | Benjamin Denis Alarcon v Juan Carlos Aguilar | 0-6,3-6 |
| UTR Pro Tigre | 2023/01/29 14:30 | Nicolas Bianchi v Juan Carlos Aguilar | 6-1,2-1 |
| UTR Pro Tigre | 2023/01/28 19:42 | Juan Carlos Aguilar v Petr Iamachkine | 6-4,6-7,5-7 |
| UTR Pro Tigre | 2023/01/25 14:30 | Juan Carlos Aguilar v Federico Agustin Gomez | 4-6,4-6 |
| 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 |
| ITF M25 Santo Domingo | 2023/02/14 19:00 | Jaimee Floyd Angele v Wilson Leite | 6-1,7-5 |
| Challenger Cleveland | 2023/02/01 00:15 | Ryan Harrison v Jaimee Floyd Angele | 6-2,6-1 |
| Challenger Cleveland | 2023/01/30 15:00 | Jaimee Floyd Angele v Roy Smith | 6-4,6-7,6-4 |
| 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 |