Stadium: Court 4 Round: 54 Ground: Hardcourt indoor
| ITF - M15 Monastir | 2023/01/02 16:20 | Wunderlich, Yannick v Sysoev, Nikolay | 2-6,6-4,10-7 |
| ITF - M15 Monastir | 2023/01/02 10:30 | Muni A Mani v Sysoev, Nikolay | 1-6,1-6 |
| ITF - M15 Monastir | 2023/01/01 09:00 | Savelii Shpita v Sysoev, Nikolay | 4-6,4-6 |
| ITF - M15 Monastir | 2022/12/28 09:00 | Samir Hamza Reguig v Sysoev, Nikolay | 7-5,2-6,6-2 |
| ITF - M15 Monastir | 2022/12/26 13:30 | Wunderlich, Yannick v Sysoev, Nikolay | 4-6,6-0,8-10 |
| ITF - M15 Monastir | 2022/12/26 08:00 | Gabriele Camilli v Sysoev, Nikolay | 6-7,3-6 |
| UTR Pro Tennis Series Florida | 2022/12/17 18:00 | Ross, Matthis v Sysoev, Nikolay | 6-1,7-5 |
| UTR Pro Tennis Series Florida | 2022/12/16 15:00 | Sysoev, Nikolay v Liam Drover-Mattinen | 6-4,6-7,6-2 |
| UTR Pro California | 2023/01/21 21:54 | Stefan Cooper v Lopez, Luis Humberto | 3-2 |
| UTR Pro California | 2023/01/20 21:32 | Stefan Cooper v Chen, Kuan Yu | 6-1,4-1 |
| ITF - M15 Sharm El Sheikh | 2022/11/21 08:00 | Fares Zakaria v Stefan Cooper | 6-4,6-3 |
| ITF - M15 Sharm El Sheikh | 2022/11/20 11:30 | Lage Castelan, Lance Amaury v Stefan Cooper | 3-6,2-6 |
| ITF - M25 Sharm El Sheikh | 2022/11/14 11:40 | Valentin Vanta v Stefan Cooper | 6-4,7-5 |
| ITF - M25 Sharm El Sheikh | 2022/11/13 08:00 | Aleksander Chayka v Stefan Cooper | 3-6,4-6 |
| ITF - M25 Sharm El Sheikh | 2022/11/06 08:00 | Younan, Michael v Stefan Cooper | 6-4,3-6,10-1 |
| ITF - M15 Sharm El Sheikh | 2022/11/02 09:10 | Stefan Cooper v John Echeverria | 4-6,2-6 |