Round: 26 Ground: Hardcourt indoor
| Challenger Brescia Qual | 2016/11/12 09:00 | Tobias Simon v Ljubomir Celebic | 7-6,6-7,4-6 |
| ITF Norway F3 | 2016/11/03 11:00 | Tobias Simon v Gianluigi Quinzi | 5-7,4-6 |
| ITF Norway F3 | 2016/11/02 10:15 | Tobias Simon v Fredrik Ask | 6-3,5-7,6-4 |
| ITF Norway F3 | 2016/11/01 12:10 | Tobias Simon v Ulises Blanch | 7-5,6-2 |
| ITF Great Britain F4 | 2016/10/28 10:50 | Yannick Maden v Tobias Simon | 7-6,6-7,7-6 |
| ITF Great Britain F4 | 2016/10/27 13:00 | Jay Clarke v Tobias Simon | 4-6,4-6 |
| ITF Great Britain F4 | 2016/10/26 11:20 | Mateusz Terczynski v Tobias Simon | 6-7,2-6 |
| ITF Germany F15 | 2016/10/23 12:10 | Tobias Simon v Marek Jaloviec | 5-7,6-7 |
| 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 |