Round: 26 Ground: Clay
| ITF Germany F8 | 2014/07/16 12:00 | George Von Massow v Leon Schutt | 3-6,1-6 |
| 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 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 F8 | 2016/07/19 11:30 | Leon Schutt v Gavin Van Peperzeel | 2-6,6-4,6-2 |
| ITF Germany F8 Qual | 2016/07/18 12:30 | Leon Schutt v Christophe Tholl | 7-5,6-0 |
| ITF Germany F8 Qual | 2016/07/17 12:00 | Leon Schutt v Mohamed Adnaoui | 6-2,6-0 |
| ITF Czech Republic F6 | 2016/07/11 09:30 | David Pichler v Leon Schutt | 4-6,6-3,6-4 |
| ITF Czech Republic F5 | 2016/07/04 11:25 | Leon Schutt v Filipp Kekercheni | 6-3,4-6,1-6 |
| ITF Germany F4 | 2016/06/21 13:15 | Leon Schutt v Nik Razborsek | 3-6,4-6 |
| ITF Turkey F24 | 2016/06/16 13:00 | Riccardo Bellotti v Leon Schutt | 6-1,6-0 |
| ITF Turkey F24 | 2016/06/14 11:30 | Leon Schutt v Giorgi Javakhishvili | 6-1,6-1 |