| UTR Pro - Mexico City | 2023/04/26 21:52 | Juan A H Serrano v Maximiliano Estevez | 6-2,6-3 |
| UTR Pro - Mexico City | 2023/04/26 18:00 | Juan A H Serrano v Armando Sotelo | 7-6,4-6,6-0 |
| UTR Pro - Mexico City | 2023/04/24 18:00 | Juan A H Serrano v Chris Letcher | 7-6,5-4 |
| Challenger - Guayaquil | 2021/10/31 16:00 | Juan A H Serrano v Alejandro Gonzalez | 0-6,2-6 |
| ITF - M25 - Guayaquil | 2021/10/29 15:00 | Juan A H Serrano v Facundo Juarez | 3-6,4-6 |
| ITF - M25 - Guayaquil | 2021/10/28 18:35 | Juan A H Serrano v Gonzalo Achondo | 6-0,6-1 |
| ITF - M25 - Guayaquil | 2021/10/26 15:00 | Juan A H Serrano v Felipe Santamaria | 6-1,6-3 |
| Challenger - Bogota | 2021/10/17 18:10 | Luca Castelnuovo v Juan A H Serrano | 6-4,6-2 |
| 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 |
| 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 |