Round: 26 Ground: Hardcourt indoor
| 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 |
| ITF Romania F15 | 2016/08/27 06:30 | Tomas Gerini v Scott Duncan | 7-6,6-4 |
| ITF Romania F13 | 2016/08/15 10:05 | Cosmin Ontica v Scott Duncan | 7-5,6-3 |
| ITF Romania F13 | 2016/08/14 09:00 | Scott Duncan v Eric Tudor A.Pandelea | 6-3,6-2 |
| ITF Romania F13 | 2016/08/13 09:30 | Aland Moyna v Scott Duncan | 3-6,1-6 |
| ITF Romania F12 | 2016/08/08 08:00 | Scott Duncan v Dan Alexandru Tomescu | 2-6,4-6 |
| ITF Romania F12 | 2016/08/06 07:00 | Scott Duncan v Berk Iliescu | 6-3,6-0 |
| ITF Turkey F24 Qual | 2016/06/12 11:30 | Jose Olivares v Scott Duncan | 4-6,7-5,6-0 |
| ITF Turkey F24 Qual | 2016/06/11 11:30 | Tomislav E Papac v Scott Duncan | 3-6,3-6 |