Round: 26 Ground: Clay
| Kazakhstan F6, Singles | 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 |
| Istanbul, Turkey | 2016/09/12 12:00 | Jaziri, Malek v Dimitar Kuzmanov | 6-4,7-6 |
| Challenger Alphen | 2016/09/07 16:10 | Dimitar Kuzmanov v de Bakker, Thiemo | 4-6,3-6 |
| Challenger Marburg | 2016/06/30 14:00 | Dimitar Kuzmanov v Satral, Jan | 7-6,1-6,2-6 |
| Challenger Marburg | 2016/06/28 14:00 | de Greef, Arthur 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 | Link, Joel Vincent v Dimitar Kuzmanov | 1-6,1-6 |
| Kazakhstan F6, Singles | 2016/09/27 05:15 | Tashbulatov, Dostanbek v Tsoy, Pavel | 2-6,2-6 |
| ITF Kazakhstan F6 Qual | 2016/09/25 08:50 | Aliaksandr Liaonenka v Tsoy, Pavel | 2-6,1-6 |
| ITF Kazakhstan F5 | 2016/09/21 05:10 | Ivanov, Vladimir v Tsoy, Pavel | 7-6,6-3 |
| ITF Kazakhstan F5 | 2016/09/20 05:40 | Meiirbek, Dias v Tsoy, Pavel | 1-6,0-6 |
| ITF Kazakhstan F5 Qual | 2016/09/17 08:00 | Tsoy, Pavel v Bakhodur, Fariduni | 6-0,6-4 |
| ITF Turkey F28 Qual | 2016/07/10 13:00 | Raman, Rishabdev v Tsoy, Pavel | 6-4,6-1 |
| ITF Turkey F27 | 2016/07/03 14:00 | Turchetti, Nicolo v Tsoy, Pavel | 6-7,6-1,6-0 |
| ITF Uzbekistan F4 | 2016/05/31 06:05 | Tsoy, Pavel v Ismailov, Temur | 1-6,4-6 |