Ground: Hardcourt outdoor
| ITF Tunisia F2 | 2014/05/20 12:10 | Tobias Simon v Claudio Grassi | 3-6,4-6 |
| ATP Munich Qual | 2014/04/27 09:00 | Tobias Simon v Ricardas Berankis | 6-7,3-6 |
| ITF Qatar F1 | 2014/04/01 14:00 | Tobias Simon v Pietro Licciardi | 6-7,3-6 |
| ITF Turkey F14 | 2014/03/20 08:00 | Tobias Simon v Dimitar Kuzmanov | 1-6,1-6 |
| ITF Turkey F14 | 2014/03/17 08:00 | Tobias Simon v Aoxiong Wang | 6-2,6-1 |