| UTR Pro Mexico City | 2023/04/24 18:00 | Juan A H Serrano v Chris Letcher | 7-6,5-4 |
| 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 |
| ITF M15 Santo Domingo | 2023/04/04 17:00 | Ignacio A B Otarola v Juan Sebastian Osorio | 6-1,6-7,13-15 |
| ITF M25 Mosquera | 2023/03/22 21:15 | Jan Choinski v Juan Sebastian Osorio | 6-4,7-5 |
| ITF M25 Mosquera | 2023/03/21 14:30 | Luciano Doria v Juan Sebastian Osorio | 3-6,4-6 |