Stadium: Court 5 Round: 54 Ground: Clay
| ITF M15 Rochester | 2023/07/22 16:00 | Tyler Stice v Darian King | 1-6,3-6 |
| ITF M15 Rochester | 2023/07/21 18:50 | Tyler Stice v Kousuke Ogura | 6-1,6-3 |
| ITF M15 Rochester | 2023/07/20 16:30 | Jelani Sarr v Tyler Stice | 6-3,1-6,5-7 |
| ITF M15 Rochester | 2023/07/19 14:30 | Ryan Dickerson v Tyler Stice | 6-7,1-6 |
| ITF M15 Rochester | 2023/07/18 15:30 | Tyler Stice v Miguel Angel Cabrera | 6-4,6-3 |
| ITF M25 Santo Domingo | 2023/06/25 15:00 | Tyler Stice v Michal Lusovsky | 6-7,4-6 |
| ITF M15 Santo Domingo | 2023/06/23 15:30 | Daniel Antonio Nunez v Tyler Stice | 3-6,6-2,6-4 |
| ITF M15 Santo Domingo | 2023/06/22 13:30 | Tyler Stice v Thomas Brown | 7-6,6-4 |
| UTR Pro Florida | 2023/07/08 12:00 | Nate Bonetto v Nikolay Sysoev | 6-3,3-0 |
| UTR Pro Florida | 2023/07/06 16:11 | Nikolay Sysoev v Stefano Liokossis | 6-2,5-1 |
| UTR Pro Florida | 2023/07/05 15:00 | Nikolay Sysoev v Isaac Nortey | 7-6,1-6,2-6 |
| UTR Pro Florida | 2023/07/03 18:29 | Nikolay Sysoev v Ethan Muza | 6-7,6-3,3-6 |
| UTR Pro Florida | 2023/07/02 19:24 | Benjamin Kittay v Nikolay Sysoev | 3-6,6-1,2-5 |
| UTR Pro Florida | 2023/05/28 14:00 | Nikolay Sysoev v Maxwell Giddens | 7-6,6-2 |
| UTR Pro Florida | 2023/05/27 17:36 | Michal Lusovsky v Nikolay Sysoev | 3-6,0-5 |
| UTR Pro Florida | 2023/05/26 14:00 | Sasha Rozin v Nikolay Sysoev | 2-6,7-6,4-6 |