Stadium: Court 6 Round: 26 Ground: Clay
| ITF M15 Pittsburgh | 2023/07/26 17:40 | Tyler Stice v Ryan Dickerson | 6-2,4-6,1-6 |
| ITF M15 Pittsburgh | 2023/07/25 14:00 | Ryan Dickerson v Semen Pankin | 6-1,6-1 |
| ITF M15 Pittsburgh | 2023/07/24 14:00 | Ryan Dickerson v Nicholas Heng | 6-3,6-3 |
| ITF M15 Rochester | 2023/07/19 14:30 | Ryan Dickerson v Tyler Stice | 6-7,1-6 |
| ITF M15 Huntsville | 2023/05/24 21:55 | Ryan Dickerson v Tristan McCormick | 4-6,3-6 |
| ITF M15 Huntsville | 2023/05/23 17:00 | Ryan Dickerson v Hank Trondson | 6-2,6-0 |
| ITF M25 Pensacola | 2023/05/17 17:40 | Bruno Kuzuhara v Ryan Dickerson | 4-6,7-5,6-5 |
| ITF M25 Pensacola | 2023/05/16 14:30 | Ryan Dickerson v Bogdan Pavel | 3-6,7-6,10-5 |
| ITF M15 Pittsburgh | 2023/07/26 17:15 | Juan Sebastian Osorio v Darian King | 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 |