| ATP Washington | 2022/07/30 16:15 | Tung-Lin Wu v Benjamin Kittay | 6-3,6-3 |
| ITF M15 Ithaca | 2021/11/03 18:45 | Benjamin Kittay v Dan Martin | 2-6,1-6 |
| ITF M15 Vero Beach | 2021/10/21 18:25 | Ricardo Rodriguez-Pace v Benjamin Kittay | 6-4,6-4 |
| ITF M15 Vero Beach | 2021/10/20 21:45 | Credit Chaiyarin v Benjamin Kittay | 6-7,4-6 |
| ITF M25 Tulsa | 2021/06/14 22:00 | Benjamin Kittay v Ezekiel Clark | 6-4,1-6,4-10 |
| ITF M25 Pensacola | 2021/05/17 14:30 | Benjamin Kittay v Kiranpal Pannu | 2-6,2-6 |
| ITF M25 Naples | 2021/02/22 16:00 | Benjamin Kittay v Rinky Hijikata | 2-6,6-7 |
| 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 |
| ITF M15 Edmond | 2023/01/25 21:20 | Nikolay Sysoev v Lucas Renard | 4-6,5-7 |
| ITF M15 Edmond | 2023/01/24 16:00 | Nikolay Sysoev v Stefan Cooper | 3-6,6-3,7-10 |
| ITF M15 Monastir | 2023/01/02 16:20 | Yannick Wunderlich v Nikolay Sysoev | 2-6,6-4,10-7 |
| ITF M15 Monastir | 2023/01/02 10:30 | Muni A Mani v Nikolay Sysoev | 1-6,1-6 |
| ITF M15 Monastir | 2023/01/01 09:00 | Savelii Shpita v Nikolay Sysoev | 4-6,4-6 |