Stadium: MTA CC Round: 62 Ground: Clay
| ITF - M15 Antalya | 2021/06/20 07:00 | Scott, Fletcher v Sysoev, Nikolay | 6-1,7-5 |
| ITF - M15 Antalya | 2021/06/14 07:30 | Sysoev, Nikolay v Daniel Antonio Nunez | 2-6,3-6 |
| ITF - M15 Antalya | 2021/06/13 07:30 | Suleyman Deniz Gursoy v Sysoev, Nikolay | 2-6,4-6 |
| ITF M15 Cancun | 2020/03/08 20:00 | Olivares, Jose v Sysoev, Nikolay | 6-3,6-2 |
| ITF - M25 Naples | 2020/02/09 15:00 | Sysoev, Nikolay v Vrba, Daniel | 1-6,3-6 |
| ITF M15 Cancun | 2020/01/26 19:00 | Osgar O'Hoisin v Sysoev, Nikolay | 6-0,6-1 |
| ITF M15 Cancun | 2020/01/19 15:30 | Lebedev, Alexander v Sysoev, Nikolay | 6-2,6-2 |
| ITF M15 Cancun | 2020/01/12 17:30 | Villar, Yeudy v Sysoev, Nikolay | 6-3,6-2 |
| ITF - M15 Antalya | 2021/06/20 07:00 | Janis, Jason v Dian Nedev | 2-6,2-6 |
| ITF - M15 Antalya | 2021/06/06 07:30 | Janis, Jason v Soyler, Osmancan | 6-3,3-6,5-10 |
| ITF - M15 Héraklion | 2021/05/19 11:50 | Janis, Jason v Petros Chrysochos | 2-6,3-6 |
| ITF - M15 Monastir | 2021/05/09 10:00 | Janis, Jason v Frinzi, Mattia | 3-6,1-6 |
| ITF - M15 Monastir | 2021/04/25 09:00 | Remy Bertola v Janis, Jason | 6-0,6-1 |
| ITF - M15 Monastir | 2021/04/18 12:00 | Giorgio Ricca v Janis, Jason | 6-1,6-0 |
| ITF - M15 Monastir | 2021/04/12 08:00 | Janis, Jason v Kawahashi, Yuta | 1-6,4-6 |
| ITF - M15 Monastir | 2021/04/11 08:00 | Knoess, Vincent v Janis, Jason | 0-6,3-6 |