Stadium: Court 3 Round: 44 Ground: Hardcourt outdoor
| 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 - Naples | 2021/10/04 14:00 | Parth Aggarwal v Nikolay Sysoev | 2-6,5-7 |
| ITF M15 - Naples | 2021/10/13 13:30 | Trent Bryde v Damien Wenger | 2-6,2-6 |
| ATP - Atlanta | 2021/07/27 23:00 | Trent Bryde v Brandon Nakashima | 1-6,7-6,4-6 |
| Challenger - Cary | 2021/07/19 16:00 | Trent Bryde v Shintaro Mochizuki | 6-2,5-7,2-6 |
| Challenger - Cary | 2021/07/18 15:00 | Oliver Crawford v Trent Bryde | 6-7,2-6 |
| ITF M25 - Tulsa | 2021/06/16 23:30 | Trent Bryde v Nicolas Barrientos | 3-6,3-6 |
| ITF M25 - Tulsa | 2021/06/15 16:30 | Trent Bryde v Nicaise Muamba | 6-1,6-4 |
| ITF M25 - Tulsa | 2021/06/14 18:00 | Alexander Brown v Trent Bryde | 3-6,0-6 |
| ITF M25 - Wichita | 2021/06/09 17:45 | Trent Bryde v Alexander Sarkissian | 3-6,6-0,4-6 |