Round: 27 Ground: Clay
| ITF Turkey F14 | 2014/03/21 08:00 | Dimitar Kuzmanov v Jan Satral | 4-6,5-7 |
| Challenger Marburg | 2016/06/28 14:00 | Arthur De Greef v Dimitar Kuzmanov | 3-6,6-7 |
| Challenger Marburg Qual | 2016/06/27 10:00 | Gianluca Mager v Dimitar Kuzmanov | 5-7,6-3,3-6 |
| Challenger Marburg Qual | 2016/06/26 11:45 | Joel Vincent Link v Dimitar Kuzmanov | 1-6,1-6 |
| Challenger Marburg Qual | 2016/06/25 16:35 | Ivan Sabanov v Dimitar Kuzmanov | 1-6,3-6 |
| Challenger Milan Qual | 2016/06/18 10:25 | Patrik Niklas-Salminen v Dimitar Kuzmanov | 7-5,6-4 |
| ITF Turkey F20 | 2016/05/22 10:00 | Dimitar Kuzmanov v Christopher Heyman | 6-3,3-6,4-6 |
| ITF Turkey F20 | 2016/05/21 08:00 | Dimitar Kuzmanov v Filipp Kekercheni | 6-1,6-1 |
| ITF Turkey F20 | 2016/05/20 10:00 | Dimitar Kuzmanov v Simeon Rossier | 3-6,6-1,6-0 |
| Challenger Marburg | 2016/06/29 15:00 | Axel Michon v Jan Satral | 4-6,1-6 |
| Challenger Marburg | 2016/06/28 08:30 | Jan Satral v Tobias Kamke | 6-2,3-6,6-2 |
| Wimbledon Qual | 2016/06/22 10:00 | Jan Satral v Yannick Mertens | 4-6,6-7 |
| Wimbledon Qual | 2016/06/21 10:50 | Nicolas Kicker v Jan Satral | 1-6,3-6 |
| Challenger Poprad Tatry | 2016/06/13 11:00 | Jan Satral v Horacio Zeballos | 2-6,1-6 |
| ITF Czech Republic F3 | 2016/05/27 08:30 | Jan Satral v Hubert Hurkacz | 7-6,2-6,4-6 |
| ITF Czech Republic F3 | 2016/05/26 10:45 | Jan Satral v Denis Kapric | 6-4,6-7,6-0 |
| ITF Czech Republic F3 | 2016/05/25 12:35 | Jan Satral v Robin Kern | 6-1,6-1 |