Round: 44 Ground: Hardcourt indoor
| ITF Germany F16 | 2016/10/27 14:25 | Gijs Brouwer v von Massow, George | 6-4,6-2 |
| ITF Germany F16 | 2016/10/26 10:15 | Walder, Jordi v von Massow, George | 3-6,6-3,6-7 |
| Lagos, Singles W-WITF-NGR-02A | 2016/10/19 08:00 | von Massow, George v Celebic, Ljubomir | 2-6,6-4,3-6 |
| ITF Croatia F10 | 2016/10/13 08:00 | Nerman Fatic v von Massow, George | 6-3,6-3 |
| ITF Croatia F10 | 2016/10/11 08:00 | Oreskovic, Z. v von Massow, George | 1-6,5-7 |
| Challenger Sibiu Qual | 2016/09/18 09:50 | Mies, Andreas v von Massow, George | 6-4,6-1 |
| Challenger Sibiu Qual | 2016/09/18 01:04 | Mies, Andreas v von Massow, George | 6-4,6-1 |
| Challenger Sibiu Qual | 2016/09/17 11:40 | von Massow, George v Adrian Bodmer | 6-3,6-2 |
| ITF Germany F17 | 2016/10/30 11:00 | Vrbsky, Jan Simon v Gerritsen, Stephan | 6-3,2-6,6-7 |
| ITF Germany F16 | 2016/10/26 09:00 | Ruepke, Lukas v Gerritsen, Stephan | 6-3,6-3 |
| Hungary F6, Singles | 2016/09/19 08:00 | Avidzba, Alen v Gerritsen, Stephan | 6-4,6-3 |
| Hungary F6, Singles | 2016/09/18 12:30 | Balla, Peter v Gerritsen, Stephan | 6-7,3-6 |
| ITF Netherlands F7 | 2016/08/30 12:05 | Guy Den Heijer v Gerritsen, Stephan | 7-6,6-3 |
| ITF Netherlands F7 | 2016/08/28 10:00 | Gerritsen, Stephan v Geenen, Wilco | 6-2,6-0 |
| ITF Netherlands F6 | 2016/08/22 08:00 | Gerritsen, Stephan v Dischinger, Eduardo | 3-6,4-6 |
| ITF Netherlands F5 | 2016/08/18 13:20 | Altug Celikbilek v Gerritsen, Stephan | 7-6,4-6,6-2 |