Round: 25 Ground: Clay
| Challenger Milan Qual | 2016/06/24 14:10 | de Greef, Arthur v Marco Cecchinato | 3-6,2-6 |
| Challenger Milan Qual | 2016/06/23 10:00 | Dutra Silva, Rogerio v de Greef, Arthur | 7-6,2-6,3-6 |
| Challenger Milan Qual | 2016/06/21 09:50 | Nicolas Jarry v de Greef, Arthur | 5-7,3-6 |
| French Open Qual | 2016/05/18 11:45 | de Greef, Arthur v Berlocq, Carlos | 3-6,7-5,7-9 |
| French Open Qual | 2016/05/16 14:35 | Zopp, Jurgen v de Greef, Arthur | 5-7,6-7 |
| Challenger Heilbronn Qual | 2016/05/07 08:00 | de Greef, Arthur v Tom Schonenberg | 6-4,7-5 |
| ITF Tunisia F11 | 2016/03/24 10:05 | de Greef, Arthur v Esteve Lobato, Eduard | 2-6,1-6 |
| ITF Tunisia F11 | 2016/03/23 09:50 | de Greef, Arthur v Ornago, Fabrizio | 6-4,3-6,6-3 |
| 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 |
| Challenger Marburg Qual | 2016/06/25 16:35 | Sabanov, Ivan v Dimitar Kuzmanov | 1-6,3-6 |
| Challenger Milan Qual | 2016/06/18 10:25 | Niklas-Salminen, Patrick v Dimitar Kuzmanov | 7-5,6-4 |
| Turkey F20, Singles Qualifying | 2016/05/22 10:00 | Dimitar Kuzmanov v Heyman, Christopher | 6-3,3-6,4-6 |
| Turkey F20, Singles Qualifying | 2016/05/21 08:00 | Dimitar Kuzmanov v Kekercheni, Filipp | 6-1,6-1 |
| Turkey F20, Singles Qualifying | 2016/05/20 10:00 | Dimitar Kuzmanov v Rossier, Simeon | 3-6,6-1,6-0 |
| Turkey F20, Singles Qualifying | 2016/05/19 09:35 | Dimitar Kuzmanov v Choi, Seungri | 6-1,6-4 |