Stadium: Court 8 Round: 25 Ground: Clay
| ITF M15 - Pittsburgh | 2023/07/25 14:00 | Juan Sebastian Osorio v Muzammil Murtaza | 6-0,7-6 |
| ITF M15 - Pittsburgh | 2023/07/24 14:00 | Juan Sebastian Osorio v Peter Kuszynski | 7-5,6-2 |
| ITF M15 - Rochester | 2023/07/20 22:15 | Juan Sebastian Osorio v Kousuke Ogura | 3-6,1-6 |
| 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 |
| ITF M15 - Rochester | 2023/07/23 17:00 | Ignacio Monzon v Darian King | 0-6,6-7 |
| ITF M15 - Rochester | 2023/07/22 16:00 | Tyler Stice v Darian King | 1-6,3-6 |
| ITF M15 - Rochester | 2023/07/21 19:00 | Henrik Wiersholm v Darian King | 7-6,3-6,4-6 |
| ITF M15 - Rochester | 2023/07/20 19:25 | Rafael Tosetto v Darian King | 5-7,6-7 |
| ITF M15 - Rochester | 2023/07/19 14:20 | Alex Bancila v Darian King | 1-6,4-6 |
| ITF M25 - Santo Domingo | 2023/06/30 13:30 | Darian King v Nick Chappell | 2-6,2-6 |
| ITF M25 - Santo Domingo | 2023/06/29 13:30 | Darian King v Taha Baadi | 6-4,6-4 |
| ITF M25 - Santo Domingo | 2023/06/28 16:50 | Osgar O'Hoisin v Darian King | 6-7,2-6 |