| UTR Pro Mexico City | 2023/04/29 16:00 | Juan Sebastian Osorio v Juan Pablo Cenoz | 6-3,6-4 |
| 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 |
| UTR Pro Mexico City | 2023/04/29 16:00 | Ernesto Ruy Sanchez Pavon v Gerardo L Villasenor | 6-3,1-6,2-5 |
| UTR Pro Mexico City | 2023/04/27 19:30 | Gerardo L Villasenor v Hans Albert Schubert | 6-4,3-6,5-1 |
| UTR Pro Mexico City | 2023/04/26 20:17 | Gerardo L Villasenor v Dylan Charlap | 4-6,6-1,6-2 |
| UTR Pro Mexico City | 2023/04/25 21:00 | Gerardo L Villasenor v Cesar Ramirez | 2-6,6-2,6-1 |
| UTR Pro Mexico City | 2023/04/25 18:00 | Gerardo L Villasenor v Juan Sebastian Gomez | 3-6,6-1,3-6 |
| UTR Pro Pozos | 2023/01/21 19:25 | Ignacio Buse v Gerardo L Villasenor | 6-4,5-3 |
| UTR Pro Pozos | 2023/01/20 22:44 | Luciano Doria v Gerardo L Villasenor | 7-5,7-6 |
| UTR Pro Pozos | 2023/01/19 22:00 | Christian Heaney-Secord v Gerardo L Villasenor | 2-6,6-7 |