Round: 60 Ground: Hardcourt indoor
| ITF Bulgaria F1 | 2016/05/20 08:00 | Tihomir Grozdanov v Alexander Lazov | 3-6,1-6 |
| ITF Bulgaria F1 | 2016/05/19 09:15 | Tihomir Grozdanov v Aria Harajchi | 6-4,6-2 |
| ITF Bulgaria F1 | 2016/05/18 10:05 | Anton Pavlov v Tihomir Grozdanov | 6-2,4-6,0-6 |
| ITF Bosnia and Herzegovina F1 | 2016/05/10 14:55 | Gorazd Srbljak v Tihomir Grozdanov | 6-3,6-0 |
| ITF Bosnia and Herzegovina F1 Qual | 2016/05/09 08:00 | Tihomir Grozdanov v Shinnosuke Hiramatsu | 6-2,6-1 |
| Davis Cup | 2015/07/19 10:30 | Alex Knaff v Tihomir Grozdanov | 3-6,7-5,4-6 |
| ITF Bulgaria F1 | 2015/06/11 07:00 | Petru-Alexandru Luncanu v Tihomir Grozdanov | 6-2,6-3 |
| ITF Bulgaria F1 | 2015/06/10 07:00 | Cosmin Ontica v Tihomir Grozdanov | 0-6,2-6 |
| ITF Czech Republic F12 | 2016/12/07 10:25 | Patrik Obal v Tomas Papik | 3-6,2-6 |
| ITF Czech Republic F12 | 2016/12/05 09:00 | Szymon Walkow v Patrik Obal | 4-6,6-0,6-7 |
| ITF Czech Republic F12 | 2016/12/04 09:00 | Patrik Obal v Dominik Recek | 6-4,3-6,6-4 |
| ITF Czech Republic F11 | 2016/11/28 09:30 | Botic Van De Zandschulp v Patrik Obal | 6-3,6-3 |
| ITF Czech Republic F11 | 2016/11/27 09:00 | Patrik Obal v Michal Marko | 6-2,3-6,6-1 |
| ITF Czech Republic F11 | 2016/11/26 12:00 | Patrik Obal v David Damian Brna | 6-4,6-2 |
| ITF Czech Republic F10 | 2016/11/20 09:00 | Patrik Obal v Lukas Vejvara | 3-6,7-5,0-6 |
| ITF Czech Republic F10 | 2016/11/19 11:30 | Patrik Obal v Dominik Recek | 6-4,7-6 |