Round: 25 Ground: Hardcourt indoor
| ITF Spain F32 | 2016/09/27 13:15 | Tobias Simon v Alexander Zhurbin | 2-6,2-6 |
| ITF Spain F31 | 2016/09/21 15:00 | Jaume Munar v Tobias Simon | 6-4,6-4 |
| ITF Italy F27 | 2016/09/01 11:30 | Tobias Simon v Kristijan Mesaros | 3-6,6-7 |
| ITF Italy F27 | 2016/08/31 13:55 | Pol Toledo Bague v Tobias Simon | 3-6,4-6 |
| ITF Italy F27 | 2016/08/29 09:00 | Tobias Simon v Riccardo Roberto | 6-1,6-2 |
| ITF Germany F12 | 2016/08/26 13:00 | Peter Torebko v Tobias Simon | 7-5,7-5 |
| ITF Germany F12 | 2016/08/25 13:45 | Tom Schonenberg v Tobias Simon | 6-7,2-6 |
| ITF Germany F12 | 2016/08/24 12:45 | Adrian Obert v Tobias Simon | 4-6,2-6 |
| ITF Germany F15 | 2015/10/06 09:30 | Tim Ruehl v Martins Podzus | 2-6,1-6 |
| ITF Switzerland F1 Qual | 2015/03/08 10:00 | Adam Majchrowicz v Tim Ruehl | 1-6,2-6 |
| ITF Switzerland F1 Qual | 2015/03/07 08:00 | Gabriel Currlin v Tim Ruehl | 1-6,3-6 |