Round: 25 Ground: Clay
| ITF Qatar F2 | 2016/04/12 22:00 | James Marsalek v Tobias Simon | 6-4,7-6 |
| ITF Qatar F2 | 2016/04/11 22:00 | Tobias Simon v Gonzales Austin | 6-3,6-7,7-6 |
| ITF Qatar F1 | 2016/04/04 22:00 | Tobias Simon v Milos Sekulic | 2-6,6-7 |
| ITF Bahrain F1 | 2016/04/01 11:00 | Yannick Maden v Tobias Simon | 6-4,6-4 |
| ITF Bahrain F1 | 2016/03/31 11:00 | Tobias Simon v Sam Barry | 6-1,6-4 |
| ITF Bahrain F1 | 2016/03/30 09:35 | Tobias Simon v Bernd Kossler | 6-1,7-6 |
| ITF Italy F3 | 2016/03/15 15:00 | Francesco Vilardo v Tobias Simon | 6-4,7-5 |
| ITF Italy F2 | 2016/03/10 11:30 | Tobias Simon v Antal Van Der Duim | 3-6,5-7 |
| ITF Italy F7 | 2016/04/18 08:00 | Mirko Cutuli v Riccardo Roberto | 6-2,6-2 |
| ITF Italy F6 | 2016/04/11 10:00 | Riccardo Roberto v Luca Giacomini | 1-6,3-6 |
| ITF Italy F6 Qual | 2016/04/10 08:00 | Davide Galoppini v Riccardo Roberto | 7-5,1-6,6-7 |
| ITF Croatia F4 Qual | 2016/03/20 14:00 | Pietro Licciardi v Riccardo Roberto | 6-2,6-4 |
| ITF Turkey F11 | 2016/03/14 09:00 | Aria Harajchi v Riccardo Roberto | 3-6,6-4,6-4 |
| ITF Turkey F11 | 2016/03/13 08:00 | Riccardo Roberto v Omer Berk Gorgun | 6-2,6-2 |
| ITF Turkey F11 | 2016/03/12 08:00 | Ramy Labna v Riccardo Roberto | 4-6,6-1,1-6 |
| ITF Croatia F1 | 2016/02/29 11:00 | Federico Bertuccioli v Riccardo Roberto | 5-7,1-6 |