Round: 25 Ground: Clay
| Challenger Vicenza Qual | 2016/05/21 14:45 | Enrique Lopez-Perez v Dzmitry Zhyrmont | 6-3,6-3 |
| Challenger Ostrava Qual | 2016/04/24 11:00 | Stefano Napolitano v Dzmitry Zhyrmont | 7-6,4-6,6-3 |
| Challenger St Brieuc Qual | 2016/03/27 09:30 | Dzmitry Zhyrmont v Laurent Rochette | 2-6,6-0,5-7 |
| Challenger Wroclaw Qual | 2016/02/13 13:40 | Matteo Berrettini v Dzmitry Zhyrmont | 7-6,4-6,6-7 |
| Challenger Bergamo | 2016/02/09 09:30 | Dzmitry Zhyrmont v Gregoire Barrere | 6-7,7-6,6-7 |
| Challenger Bergamo Qual | 2016/02/07 10:20 | Dzmitry Zhyrmont v Roberto Marcora | 6-4,6-7,6-3 |
| Challenger Bergamo Qual | 2016/02/06 08:30 | Pascal Meis v Dzmitry Zhyrmont | 2-6,2-6 |
| ITF Czech Republic F7 | 2015/11/26 09:00 | Dzmitry Zhyrmont v Filip Veger | 6-7,3-6 |
| ITF Netherlands F4 | 2016/07/02 08:00 | James Markiewicz v Stephan Gerritsen | 3-6,2-6 |
| ITF Netherlands F3 | 2016/06/27 14:00 | Stephan Gerritsen v Tallon Griekspoor | 3-6,3-6 |
| ITF Netherlands F2 Qual | 2016/06/18 08:00 | Laurens Deelstra v Stephan Gerritsen | 3-6,2-6 |
| ITF Netherlands F2 Qual | 2016/06/18 08:00 | Roy Sarut De Valk v Stephan Gerritsen | 7-5,6-1 |
| ITF Netherlands F1 | 2016/06/15 12:20 | Stephan Gerritsen v Maximilian Neuchrist | 1-6,4-6 |
| ITF Netherlands F1 | 2016/06/13 14:00 | Stephan Gerritsen v Florian Fallert | 6-3,7-6 |
| ITF Israel F2 | 2016/02/13 08:00 | John Lamble v Stephan Gerritsen | 6-4,6-4 |
| ITF Israel F1 | 2016/02/09 07:30 | David Pichler v Stephan Gerritsen | 6-2,6-3 |