Round: 45 Ground: Clay
| Challenger Szczecin Qual | 2016/09/12 12:10 | George Von Massow v Vladimir Ivanov | 6-7,6-2,2-6 |
| Challenger Szczecin Qual | 2016/09/11 11:50 | George Von Massow v Wesley Koolhof | 7-6,3-6,6-4 |
| Challenger Alphen Qual | 2016/09/04 10:50 | George Von Massow v Marcin Gawron | 6-4,3-6,6-3 |
| ITF Germany F12 | 2016/08/24 08:00 | George Von Massow v Jean-Marc Werner | 2-6,0-6 |
| 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 Italy F28 | 2016/09/04 08:00 | Giovanni Rizzuti v Adrian Bodmer | 6-2,7-5 |
| ITF Italy F28 | 2016/09/03 08:00 | Francesco Ferrari v Adrian Bodmer | 2-6,3-6 |
| ITF Germany F12 | 2016/08/26 15:00 | Adrian Bodmer v Alexander Lazov | 7-6,2-6,2-6 |
| ITF Germany F12 | 2016/08/25 09:50 | Dominik Boehler v Adrian Bodmer | 3-6,6-3,3-6 |
| ITF Germany F12 | 2016/08/23 13:50 | Adrian Bodmer v Mauricio Echazu | 3-6,6-4,6-2 |
| ITF Germany F12 | 2016/08/22 14:10 | Paul Woerner v Adrian Bodmer | 2-6,3-6 |
| ITF Germany F12 | 2016/08/21 09:30 | Viktor Hascher v Adrian Bodmer | 1-6,2-6 |
| ITF Tunisia F15 | 2016/04/19 09:00 | Adrian Bodmer v Ronan Joncour | 6-7,6-3,6-7 |