Round: 25 Ground: Clay
| ITF Finland F3 | 2016/08/17 22:00 | Mikael Torpegaard v George Von Massow | 6-0,6-2 |
| ITF Finland F3 | 2016/08/16 22:00 | Herkko Pollanen v George Von Massow | 3-6,6-1,6-7 |
| ITF Finland F3 | 2016/08/15 22:00 | Esteban Bruna v George Von Massow | 2-6,3-6 |
| ITF Finland F2 | 2016/08/09 14:40 | George Von Massow v Patrik Rosenholm | 4-6,6-7 |
| ITF Germany F8 | 2016/07/22 10:00 | Jose Hernandez-Fernandez v George Von Massow | 7-6,4-6,6-3 |
| ITF Germany F8 | 2016/07/21 10:50 | George Von Massow v Leon Schutt | 6-1,3-6,6-3 |
| ITF Germany F8 | 2016/07/19 10:00 | Thales Turini v George Von Massow | 3-6,4-6 |
| ITF Germany F8 Qual | 2016/07/18 10:00 | George Von Massow v Karlo Cubelic | 6-1,6-4 |
| ITF Germany F11 | 2016/08/18 10:00 | Andreas Beck v Jean-Marc Werner | 5-7,6-4,6-1 |
| ITF Germany F11 | 2016/08/17 10:00 | Jean-Marc Werner v Naoki Nakagawa | 6-3,6-4 |
| ITF Germany F10 | 2016/08/11 11:00 | Marvin Netuschil v Jean-Marc Werner | 6-2,6-4 |
| ITF Germany F10 | 2016/08/10 11:30 | Jean-Marc Werner v Sebastian Fanselow | 6-3,4-6,6-3 |
| ITF Italy F23 | 2016/08/01 11:50 | Jean-Marc Werner v Marcos Giraldi Requena | 6-7,3-6 |
| ITF Spain F22 | 2016/07/19 16:00 | Jean-Marc Werner v Alvaro Lopez San Martin | 6-3,4-6,0-6 |
| ITF Spain F21 | 2016/07/12 17:40 | Ivan Gakhov v Jean-Marc Werner | 7-5,6-2 |
| ITF Netherlands F1 | 2016/06/13 16:30 | Tallon Griekspoor v Jean-Marc Werner | 6-2,6-2 |