Round: 62 Ground: Clay
| Egypt F15, Singles Qualifying | 2016/07/10 16:00 | Ianakiev, Milen v Gadjiev, Alan | 3-6,6-3,3-6 |
| Egypt F15, Singles Qualifying | 2016/07/09 14:00 | Ianakiev, Milen v Jain, Mohit | 6-3,6-2 |
| Egypt F14, Singles Qualifying | 2016/07/04 17:45 | Ianakiev, Milen v Pociej, Ksawery | 2-6,2-6 |
| Egypt F14, Singles Qualifying | 2016/07/03 18:00 | Ianakiev, Milen v Jain, Mohit | 6-1,6-1 |
| ITF Egypt F13 | 2016/06/29 19:30 | Ianakiev, Milen v Pulgar-Garcia, Javier | 3-6,2-6 |
| ITF Egypt F13 | 2016/06/27 17:45 | Ianakiev, Milen v Largo, Hugo | 7-5,6-1 |
| ITF Israel F10 | 2016/06/06 08:40 | Smilansky, Igor v Ianakiev, Milen | 6-2,6-4 |
| ITF Israel F9 | 2016/05/31 10:30 | Bar, Dekel v Ianakiev, Milen | 6-1,6-2 |
| ITF Germany F10 Qual | 2016/08/07 08:00 | Steinorth, Torben v Link, Joel Vincent | 3-6,6-7 |
| ITF Belgium F7 Qual | 2016/07/24 07:00 | Link, Joel Vincent v Johnson, Hunter | 2-6,5-7 |
| ITF Germany F7 | 2016/07/11 12:00 | van Beem, Colin v Link, Joel Vincent | 6-3,6-0 |
| ITF Germany F7 | 2016/07/10 08:00 | Bankov, Evgeniy v Link, Joel Vincent | 1-6,6-2,3-6 |
| Challenger Marburg Qual | 2016/06/26 11:45 | Link, Joel Vincent v Dimitar Kuzmanov | 1-6,1-6 |
| ITF Germany F4 | 2016/06/19 09:00 | Mas Mascolo, Adria v Link, Joel Vincent | 6-1,6-1 |
| ITF Germany F4 | 2016/06/18 08:00 | Pashayan, Daniel v Link, Joel Vincent | 6-7,3-6 |
| ITF Belgium F1 Qual | 2016/06/12 10:05 | Faivre, Pierre v Link, Joel Vincent | 6-3,6-2 |