Round: 26 Ground: Carpet indoor
| ITF Estonia F2 | 2016/10/29 09:00 | Zhyrmont, Dzmitry v 이바노브, 블라디미르 | 3-6,7-6,2-6 |
| ITF Estonia F2 | 2016/10/28 11:00 | Zhyrmont, Dzmitry v Fabian, Patrik | 6-3,6-3 |
| ITF Estonia F2 | 2016/10/26 13:00 | Zhyrmont, Dzmitry v 탐, 크리스티안 | 6-3,4-6,6-3 |
| ITF Estonia F2 | 2016/10/24 15:00 | Zhyrmont, Dzmitry v Siimar, Kristofer | 6-0,6-0 |
| ATP Moscow Qual | 2016/10/15 13:00 | Zhyrmont, Dzmitry v 가이오, 페데리코 | 6-7,3-6 |
| Sweden F5, Singles | 2016/10/04 16:15 | Kapas, Andriej v Zhyrmont, Dzmitry | 6-1,3-6,6-3 |
| ITF Sweden F4 | 2016/10/01 09:00 | Corrie, Edward v Zhyrmont, Dzmitry | 6-7,1-6 |
| ITF Sweden F4 | 2016/09/30 08:00 | Barry, Sam v Zhyrmont, Dzmitry | 2-6,3-6 |
| ITF Estonia F3 | 2016/10/31 11:30 | 블제신스키, 로베르타스 v Vinsant, Shane | 2-6,1-6 |
| ITF Estonia F3 | 2016/10/30 09:00 | Vinsant, Shane v 키야모브, 티무르 | 5-7,7-5,6-1 |
| ITF Estonia F3 | 2016/10/29 13:00 | Vinsant, Shane v 아티, 빌-페테리 | 6-1,4-6,6-2 |
| ITF Estonia F2 | 2016/10/25 11:00 | Vinsant, Shane v 바소, 안드레아 | 3-6,7-6,3-6 |
| ITF USA F32 Qual | 2016/10/17 16:50 | Vinsant, Shane v 알코나다, 조르디 | 3-6,6-7 |
| ITF USA F31 Qual | 2016/10/09 14:00 | 하비브, 하디 v Vinsant, Shane | 6-3,6-4 |
| ITF USA F31 Qual | 2016/10/08 16:00 | 피엘스, 아론 v Vinsant, Shane | 3-6,6-2,4-6 |
| ITF USA F30 | 2016/09/28 18:05 | 가란간가, 타카니 v Vinsant, Shane | 6-2,6-1 |