Stadium: Court S-1 Round: 26 Ground: Clay
| ITF M15 Lakewood | 2023/07/12 20:25 | Juan Sebastian Osorio v Karl Kazuma Lee | 2-6,4-6 |
| UTR Pro Florida | 2023/07/09 12:00 | Juan Sebastian Osorio v Alexander Ekstrand | 7-5,6-7,6-4 |
| UTR Pro Florida | 2023/07/06 12:00 | Juan Sebastian Osorio v Sebastian Rondon | 7-6,6-1 |
| 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 Lakewood | 2023/07/12 17:00 | Kousuke Ogura v Stefan Menichella | 6-4,6-7,2-6 |
| ITF M15 Irvine | 2023/06/28 17:00 | Kousuke Ogura v Lorenzo Claverie | 4-6,4-6 |
| ITF M15 Los Angeles | 2023/06/20 22:00 | Hudson Rivera v Kousuke Ogura | 6-3,6-4 |
| ITF M15 San Diego | 2023/06/14 16:50 | Kousuke Ogura v Lorenzo Claverie | 6-7,6-7 |
| ITF M15 San Diego | 2023/06/06 18:30 | Kousuke Ogura v Keegan Smith | 1-6,3-6 |
| ITF M15 Tabasco | 2023/05/23 16:00 | Kousuke Ogura v Andres Andrade | 4-6,5-7 |
| ITF M25 Xalapa | 2023/05/18 21:35 | Kousuke Ogura v Aidan Mayo | 5-7,5-7 |
| ITF M25 Xalapa | 2023/05/16 19:30 | Kousuke Ogura v Justin Roberts | 6-4,6-4 |