Stadium: Court 8 Round: 25 Ground: Hardcourt outdoor
| 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 Tabasco | 2023/05/22 23:15 | Alan F R Fierros v Juan Sebastian Osorio | 6-1,6-2 |
| ITF M15 Lakewood | 2023/07/11 17:00 | Karl Kazuma Lee v Alex Jones | 6-4,6-2 |
| ITF M15 Lakewood | 2023/07/10 17:00 | Lui Maxted v Karl Kazuma Lee | 6-4,3-6,10-12 |
| ITF M15 Lakewood | 2023/07/07 17:00 | Jaimee Floyd Angele v Karl Kazuma Lee | 7-5,6-3 |
| ITF M15 Lakewood | 2023/07/06 19:30 | Karl Kazuma Lee v Tristan Boyer | 6-4,0-0 |
| ITF M15 Lakewood | 2023/07/05 19:35 | Keshav Chopra v Karl Kazuma Lee | 4-6,6-4,4-6 |