| UTR Pro - Florida | 2023/07/05 15:50 | Monnou Sylvestre v Juan Sebastian Osorio | 6-3,3-6,1-6 |
| UTR Pro - Florida | 2023/07/04 12:00 | Dante Russo v Juan Sebastian Osorio | 1-6,4-6 |
| UTR Pro - Florida | 2023/07/03 18:42 | Juan Sebastian Osorio v Matthis Ross | 6-3,4-6,3-6 |
| ITF M25 Santo Domingo | 2023/06/27 15:30 | Juan Sebastian Osorio v Joshua Lapadat | 1-6,1-6 |
| ITF M15 Santo Domingo | 2023/06/20 14:00 | Joshua Lapadat v Juan Sebastian Osorio | 7-5,1-6,6-4 |
| ITF M15 Tabasco | 2023/05/22 23:15 | Alan F R Fierros v Juan Sebastian Osorio | 6-1,6-2 |
| ITF M25 Xalapa | 2023/05/17 19:45 | Juan Sebastian Osorio v Ivar Jose Aramburu Contreras | 5-7,6-3,6-7 |
| ITF M25 Xalapa | 2023/05/15 19:30 | Juan Sebastian Osorio v Graham Maassen | 6-0,6-3 |
| UTR Pro - Florida | 2023/07/05 14:08 | Sebastian Rondon v Ethan Muza | 3-0 |