Round: 25 Ground: Clay
| Challenger Barletta | 2016/04/12 11:00 | Lorenzo Sonego v Dimitar Kuzmanov | 6-4,2-6,6-2 |
| Challenger Napoli | 2016/04/05 10:15 | Marius Copil v Dimitar Kuzmanov | 6-3,4-6,6-2 |
| Challenger Napoli | 2016/04/03 13:55 | Marco Bortolotti v Dimitar Kuzmanov | 3-6,7-5,6-7 |
| Challenger Napoli | 2016/04/02 13:50 | Lorenzo Sonego v Dimitar Kuzmanov | 5-7,2-6 |
| Davis Kupa | 2016/03/06 10:00 | Marsel Ilhan v Dimitar Kuzmanov | 4-6,6-2,6-4,4-6,6-0 |
| Davis Kupa | 2016/03/04 10:00 | Cem Ilkel v Dimitar Kuzmanov | 7-6,1-6,6-4,1-6,7-5 |
| ITF Turkey F8 | 2016/02/28 09:00 | Dimitar Kuzmanov v Roman Safiullin | 6-3,5-7,5-7 |
| ITF Turkey F8 | 2016/02/27 09:00 | Dimitar Kuzmanov v Christopher Heyman | 6-4,6-4 |
| ITF Turkey F20 Qual | 2016/05/16 10:00 | Mitchell Thomas McDaniels v Y Rogusskiy | 6-3,7-6 |
| ITF Turkey F10 | 2016/03/09 11:35 | Mitchell Thomas McDaniels v Nerman Fatic | 2-6,1-6 |
| ITF Turkey F10 | 2016/03/07 09:00 | Mitchell Thomas McDaniels v Nicolas Grandjean | 2-6,6-1,6-3 |
| ITF Turkey F10 | 2016/03/06 09:00 | Mitchell Thomas McDaniels v Conor Berg | 6-4,5-7,7-5 |
| ITF Turkey F9 | 2016/03/03 09:45 | Mitchell Thomas McDaniels v Nick Chappell | 2-6,2-6 |
| ITF Turkey F9 | 2016/03/01 09:35 | Christopher Heyman v Mitchell Thomas McDaniels | 5-7,6-2,3-6 |
| ITF Turkey F9 | 2016/02/29 09:30 | Jules Okala v Mitchell Thomas McDaniels | 3-6,2-6 |
| ITF Turkey F8 | 2016/02/20 07:30 | Dragos Nicolae Madaras v Mitchell Thomas McDaniels | 7-5,6-1 |