Stadium: Court 5 Round: 62 Ground: Hardcourt outdoor
| ITF M15 Cancun | 2020/03/08 20:00 | Jose Olivares v Nikolay Sysoev | 6-3,6-2 |
| ITF M25 Naples | 2020/02/09 15:00 | Nikolay Sysoev v Daniel Vrba | 1-6,3-6 |
| ITF M15 Cancun | 2020/01/26 19:00 | Osgar O'Hoisin v Nikolay Sysoev | 6-0,6-1 |
| ITF M15 Cancun | 2020/01/19 15:30 | Alexander Lebedev v Nikolay Sysoev | 6-2,6-2 |
| ITF M15 Cancun | 2020/01/12 17:30 | Yeudy Villar v Nikolay Sysoev | 6-3,6-2 |
| ITF M15 Cancun | 2020/01/12 14:00 | Nikolay Sysoev v Joao Victor Ortega | 6-1,6-0 |
| ITF M25 Naples | 2019/10/27 14:00 | Mehdi Laalej v Nikolay Sysoev | 6-2,6-1 |
| ITF M15 Cancun | 2019/08/26 15:30 | Nikolay Sysoev v Logan Smith | 1-6,2-6 |