Stadium: Court 3 Round: 44 Ground: Hardcourt outdoor
| ITF M15 - Cancun | 2021/12/06 14:00 | Nikolay Sysoev v Trent Bryde | 4-6,6-3,5-10 |
| ITF M25 Vero Beach | 2021/10/19 16:00 | Diogo Marques v Nikolay Sysoev | 6-2,6-4 |
| ITF M25 Vero Beach | 2021/10/18 16:00 | Nikolay Sysoev v Jordan Parker | 6-2,6-7,10-7 |
| ITF M15 - Naples | 2021/10/12 13:30 | Tristan McCormick v Nikolay Sysoev | 4-6,6-4,10-5 |
| ITF M15 - Naples | 2021/10/11 14:30 | Xavier Lawrence v Nikolay Sysoev | 7-6,3-6,3-10 |
| ITF M15 - Naples | 2021/10/07 13:30 | Nikolay Sysoev v Juan Ignacio Galarza | 1-6,1-6 |
| ITF M15 - Naples | 2021/10/06 13:30 | Nikolay Sysoev v Fletcher Scott | 6-4,6-4 |
| ITF M15 - Naples | 2021/10/05 13:30 | Jake Krug v Nikolay Sysoev | 6-4,2-6,6-10 |
| ITF M15 - Cancun | 2021/10/19 15:30 | Jose E Yapur v Austin Ansari | 0-6,1-6 |
| ITF M15 - Cancun | 2021/10/11 18:00 | Adam Jones v Jose E Yapur | 6-2,6-3 |
| ITF M15 - Cancun | 2021/10/03 14:00 | Giles Hussey v Jose E Yapur | 6-1,6-4 |
| ITF M15 - Cancun | 2021/09/28 17:00 | Strong Kirchheimer v Jose E Yapur | 6-1,6-0 |
| ITF M15 - Cancun | 2021/09/19 14:00 | Jose E Yapur v Pietro Mugelli | 6-3,6-7,2-10 |
| ITF M25 - Medellin | 2021/09/13 15:00 | Jose E Yapur v Nicolas Buitrago | 0-6,2-6 |
| ITF M15 - Ibague | 2021/09/06 18:30 | Felipe Santamaria v Jose E Yapur | 6-0,6-3 |
| ITF Chile F1 | 2018/11/10 16:30 | Jose E Yapur v Gaston-Arturo Grimolizzi | 1-6,0-6 |