Round: 62 Ground: Clay
| ITF Germany F8 Qual | 2016/07/17 12:00 | George Von Massow v Phillip Schellhorn | 6-1,7-5 |
| ITF Germany F7 | 2016/07/12 09:00 | Maximilian Marterer v George Von Massow | 6-3,6-2 |
| ITF Germany F6 | 2016/07/07 10:00 | George Von Massow v Nik Razborsek | 4-6,6-4,2-6 |
| ITF Netherlands F3 | 2016/07/01 09:00 | Maxime Authom v George Von Massow | 3-6,6-2,6-3 |
| ITF Netherlands F3 | 2016/06/29 10:15 | George Von Massow v Tim Van Rijthoven | 2-6,7-6,6-4 |
| ITF Netherlands F3 | 2016/06/27 13:05 | George Von Massow v Demian Raab | 6-2,6-1 |
| ITF Germany F4 | 2016/06/21 13:35 | Isak Arvidsson v George Von Massow | 6-2,6-3 |
| ITF Poland F4 | 2016/06/13 11:00 | George Von Massow v Grzegorz Panfil | 6-7,2-6 |
| ITF Germany F8 Qual | 2016/07/17 08:30 | Karlo Cubelic v Aljaz Jakob Kaplja | 6-3,7-5 |
| ITF Germany F1 Qual | 2016/01/11 08:00 | Fran Zvonimir Zgombic v Karlo Cubelic | 6-3,6-3 |