Round: 26 Ground: Hardcourt outdoor
| ITF Turkey F14 | 2014/03/18 08:00 | Dimitar Kuzmanov v Andrew Ruppli | 6-1,6-3 |
| ITF Turkey F43 | 2016/10/25 07:00 | Dimitar Kuzmanov v Vadym Ursu | 6-4,6-2 |
| ITF Kazakhstan F6 | 2016/09/29 04:00 | Dimitar Kuzmanov v Jurabek Karimov | 6-2,6-7,4-6 |
| ITF Kazakhstan F6 | 2016/09/28 07:15 | Dimitar Kuzmanov v Pavel Tsoy | 6-1,6-3 |
| ITF Kazakhstan F6 | 2016/09/27 08:35 | Dimitar Kuzmanov v Pavel Kotov | 7-6,6-3 |
| Challenger Sibiu | 2016/09/19 14:50 | Federico Gaio v Dimitar Kuzmanov | 6-4,6-2 |
| Challenger Istanbul | 2016/09/12 12:00 | Malek Jaziri v Dimitar Kuzmanov | 6-4,7-6 |
| Challenger Alphen | 2016/09/07 16:10 | Dimitar Kuzmanov v Thiemo De Bakker | 4-6,3-6 |
| Challenger Marburg | 2016/06/30 14:00 | Dimitar Kuzmanov v Jan Satral | 7-6,1-6,2-6 |
| ITF Turkey F43 | 2016/10/25 08:40 | Kento Tagashira v Andrew Ruppli | 3-6,4-6 |
| ITF Turkey F43 | 2016/10/24 08:00 | Andrew Ruppli v Martin Dimitrov | 6-2,6-3 |
| ITF Turkey F43 | 2016/10/23 07:00 | Andrew Ruppli v Michal Kominek | 6-0,6-1 |
| ITF Turkey F42 | 2016/10/17 07:30 | Artem Smirnov v Andrew Ruppli | 3-6,7-5,6-2 |
| ITF Turkey F41 | 2016/10/13 10:05 | Andrew Ruppli v Daniel Cox | 2-6,3-6 |
| ITF Turkey F41 | 2016/10/12 07:30 | Andrew Ruppli v Florent Diep | 7-6,6-2 |
| ITF Egypt F26 | 2016/09/28 08:50 | Youssef Hossam v Andrew Ruppli | 7-6,6-3 |
| ITF Egypt F25 | 2016/09/20 08:00 | Lorenzo Frigerio v Andrew Ruppli | 7-5,6-3 |