| UTR Pro Florida | 2023/07/05 15:50 | Monnou Sylvestre v Osorio, Juan Sebastian | 6-3,3-6,1-6 |
| UTR Pro Florida | 2023/07/04 12:00 | Dante Russo v Osorio, Juan Sebastian | 1-6,4-6 |
| UTR Pro Florida | 2023/07/03 18:42 | Osorio, Juan Sebastian v Ross, Matthis | 6-3,4-6,3-6 |
| ITF M25 Santo Domingo | 2023/06/27 15:30 | Osorio, Juan Sebastian v Lapadat, Joshua | 1-6,1-6 |
| ITF M15 Santo Domingo | 2023/06/20 14:00 | Lapadat, Joshua v Osorio, Juan Sebastian | 7-5,1-6,6-4 |
| ITF M15 Tabasco | 2023/05/22 23:15 | 루비오 피에로스, 알란 페르난도 v Osorio, Juan Sebastian | 6-1,6-2 |
| ITF M25 Xalapa | 2023/05/17 19:45 | Osorio, Juan Sebastian v 아람부루 콘트레라스, 이발 조세 | 5-7,6-3,6-7 |
| ITF M25 Xalapa | 2023/05/15 19:30 | Osorio, Juan Sebastian v Maassen, Graham | 6-0,6-3 |
| UTR Pro Florida | 2023/07/05 14:08 | Sebastian Rondon v Ethan Muza | 3-0 |