Stadium: Court 3 Round: 44 Ground: Hardcourt outdoor
| Vero Beach, Fl, Singles Qualifying M-ITF-USA-17A | 2021/10/19 16:00 | Diogo Marques v Sysoev, Nikolay | 6-2,6-4 |
| Vero Beach, Fl, Singles Qualifying M-ITF-USA-17A | 2021/10/18 16:00 | Sysoev, Nikolay v Parker, Jordan | 6-2,6-7,10-7 |
| ITF M15 Naples | 2021/10/12 13:30 | Tristan McCormick v Sysoev, Nikolay | 4-6,6-4,10-5 |
| ITF M15 Naples | 2021/10/11 14:30 | Lawrence, Xavier v Sysoev, Nikolay | 7-6,3-6,3-10 |
| ITF M15 Naples | 2021/10/07 13:30 | Sysoev, Nikolay v Galarza, Juan Ignacio | 1-6,1-6 |
| ITF M15 Naples | 2021/10/06 13:30 | Sysoev, Nikolay v Scott, Fletcher | 6-4,6-4 |
| ITF M15 Naples | 2021/10/05 13:30 | Jake Krug v Sysoev, Nikolay | 6-4,2-6,6-10 |
| ITF M15 Naples | 2021/10/04 14:00 | Parth Aggarwal v Sysoev, Nikolay | 2-6,5-7 |
| ITF M15 Naples | 2021/10/13 13:30 | Bryde, Trent v Damien Wenger | 2-6,2-6 |
| Atlanta, USA | 2021/07/27 23:00 | Bryde, Trent v Brandon Nakashima | 1-6,7-6,4-6 |
| Challenger Cary | 2021/07/19 16:00 | Bryde, Trent v Shintaro Mochizuki | 6-2,5-7,2-6 |
| Challenger Cary | 2021/07/18 15:00 | Oliver Crawford v Bryde, Trent | 6-7,2-6 |
| Tulsa, Singles Main, M-ITF-USA-16A | 2021/06/16 23:30 | Bryde, Trent v Barrientos, Nicolas | 3-6,3-6 |
| Tulsa, Singles Main, M-ITF-USA-16A | 2021/06/15 16:30 | Bryde, Trent v Nicaise Muamba | 6-1,6-4 |
| Tulsa, Singles Main, M-ITF-USA-16A | 2021/06/14 18:00 | Alexander Brown v Bryde, Trent | 3-6,0-6 |
| ITF M25 Wichita | 2021/06/09 17:45 | Bryde, Trent v Sarkissian, Alexander | 3-6,6-0,4-6 |