Stadium: COURT 2 Round: 46 Ground: Clay
| Challenger Alphen Qual | 2016/09/04 10:50 | von Massow, George v Gawron, Marcin | 6-4,3-6,6-3 |
| ITF Germany F12 | 2016/08/24 08:00 | von Massow, George v Werner, Jean-Marc | 2-6,0-6 |
| ITF Finland F3 | 2016/08/17 22:00 | Torpegaard, Mikael v von Massow, George | 6-0,6-2 |
| ITF Finland F3 | 2016/08/16 22:00 | Pollanen, Herkko v von Massow, George | 3-6,6-1,6-7 |
| ITF Finland F3 | 2016/08/15 22:00 | Bruna, Esteban v von Massow, George | 2-6,3-6 |
| ITF Finland F2 | 2016/08/09 14:40 | von Massow, George v Rosenholm, Patrik | 4-6,6-7 |
| Germany F8, Singles | 2016/07/22 10:00 | Hernandez-Fernandez, Jose v von Massow, George | 7-6,4-6,6-3 |
| Germany F8, Singles | 2016/07/21 10:50 | von Massow, George v Schutt, Leon | 6-1,3-6,6-3 |
| Challenger Szczecin Qual | 2016/09/10 13:15 | Panfil, Grzegorz v Koolhof, Wesley | 6-3,4-6,3-6 |
| Challenger Le Gosier | 2015/03/31 19:00 | Koolhof, Wesley v Hernych, Jan | 3-6,3-6 |
| ITF Italy F28 | 2014/08/20 13:25 | Koolhof, Wesley v Pedro Cachin | 4-6,4-6 |
| ITF Italy F28 | 2014/08/19 08:30 | Koolhof, Wesley v Antonio Massara | 4-6,6-3,7-5 |
| Poznan, Poland | 2014/07/15 08:00 | Koolhof, Wesley v Cervantes, Inigo | 7-6,4-6,4-6 |
| Challenger Poznan Qual | 2014/07/14 10:00 | Gawron, Marcin v Koolhof, Wesley | 4-6,3-6 |