| UTR Pro Mexico City | 2023/04/28 18:00 | Maximiliano Estevez v Juan Sebastian Osorio | 7-6,7-6 |
| UTR Pro Mexico City | 2023/04/27 21:00 | Juan A H Serrano v Juan Sebastian Osorio | 6-1,6-7,2-6 |
| UTR Pro Mexico City | 2023/04/26 19:30 | Chris Letcher v Juan Sebastian Osorio | 4-6,4-6 |
| UTR Pro Mexico City | 2023/04/24 21:00 | Armando Sotelo v Juan Sebastian Osorio | 3-6,5-7 |
| ITF M15 De Los Tsachilas | 2023/04/12 19:40 | Alejandro H Franco v Juan Sebastian Osorio | 3-6,6-2,6-4 |
| ITF M15 Santo Domingo | 2023/04/11 14:00 | Paulo A S Dos Santos v Juan Sebastian Osorio | 6-2,6-7,5-10 |
| ITF M15 Santo Domingo | 2023/04/10 14:00 | Emilio Bowen v Juan Sebastian Osorio | 2-6,1-6 |
| ITF M15 De Los Tsachilas | 2023/04/05 17:40 | Franco Roncadelli v Juan Sebastian Osorio | 6-3,3-6,6-2 |
| UTR Pro Mexico City | 2023/04/28 18:00 | Juan Pablo Cenoz v Nicolas Buitrago | 3-6,6-3,3-6 |
| UTR Pro Mexico City | 2023/04/27 18:00 | Juan Pablo Cenoz v Christian Heaney-Secord | 6-1,6-3 |
| UTR Pro Mexico City | 2023/04/26 22:30 | Federico Zeballos v Juan Pablo Cenoz | 6-3,6-2 |
| UTR Pro Mexico City | 2023/04/25 22:03 | Jose Antonio Rodriguez Rodriguez v Juan Pablo Cenoz | 2-6,7-6,0-6 |
| UTR Pro Atlanta | 2023/04/15 17:30 | Juan Pablo Cenoz v Dhakshineswar Suresh | 6-4,3-6,4-6 |
| UTR Pro Atlanta | 2023/04/14 20:00 | Leonardo Sprovieri v Juan Pablo Cenoz | 4-6,6-0,6-7 |
| UTR Pro Atlanta | 2023/04/12 21:00 | Aleksa Ciric v Juan Pablo Cenoz | 6-7,3-6 |
| UTR Pro Atlanta | 2023/04/12 16:30 | Kweisi Kenyatte v Juan Pablo Cenoz | 2-6,5-7 |