Round: 28 Ground: Hardcourt indoor
| ITF Italy F1 | 2016/03/04 14:40 | Tobias Simon v Dominik Boehler | 6-7,6-2,4-6 |
| ITF Germany F15 | 2016/10/21 14:20 | Raphael Baltensperger v Dominik Boehler | 6-4,6-7,4-6 |
| ITF Germany F15 | 2016/10/20 11:50 | Dominik Boehler v Tom Kocevar-Desman | 6-4,3-6,6-3 |
| ITF Germany F15 | 2016/10/18 09:00 | Jonathan Binding v Dominik Boehler | 4-6,4-6 |
| ITF Germany F14 | 2016/10/12 11:15 | Tom Kocevar-Desman v Dominik Boehler | 6-0,6-4 |
| ITF Germany F13 | 2016/10/05 08:00 | Michal Konecny v Dominik Boehler | 7-5,6-3 |
| 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 08:00 | Vadym Ursu v Dominik Boehler | 6-4,2-6,5-7 |
| ITF Germany F11 | 2016/08/19 14:30 | Yannick Hanfmann v Dominik Boehler | 6-2,7-6 |
| ITF Germany F15 | 2016/10/21 14:35 | Tobias Simon v Gijs Brouwer | 7-6,6-2 |
| ITF Germany F15 | 2016/10/20 14:10 | Tobias Simon v Christian Hansen | 6-1,7-6 |
| ITF Germany F15 | 2016/10/18 10:15 | Tobias Simon v Tim Ruehl | 6-4,6-2 |
| ITF Germany F14 | 2016/10/12 15:25 | Tobias Simon v Philipp Davydenko | 6-7,6-7 |
| Challenger Mohammedia Qual | 2016/10/02 10:00 | Tobias Simon v Maxime Janvier | 5-7,4-6 |
| Challenger Mohammedia Qual | 2016/10/01 15:10 | Tobias Simon v Andreas Mies | 4-6,7-6,6-2 |
| Challenger Mohammedia Qual | 2016/10/01 11:00 | Danilo Petrovic v Tobias Simon | 6-3,3-6,6-7 |
| ITF Spain F32 | 2016/09/27 13:15 | Tobias Simon v Alexander Zhurbin | 2-6,2-6 |