Round: 62 Ground: Clay
| ITF Italy F11 Qual | 2016/05/16 14:55 | Cristian Carli v Riccardo Roberto | 6-2,6-3 |
| ITF Italy F11 Qual | 2016/05/16 10:10 | Riccardo Roberto v Augusto Virgili | 7-6,6-3 |
| 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 Czech Republic F1 | 2016/05/10 11:55 | Gil Uwe Grund v Tomas Papik | 5-7,3-6 |
| ITF Czech Republic F1 Qual | 2016/05/09 10:55 | Patrick Mayer v Gil Uwe Grund | 6-2,6-3 |
| ITF Czech Republic F1 Qual | 2016/05/08 08:00 | Arnold Kokulewski v Gil Uwe Grund | 4-6,4-6 |
| ITF Germany F3 Qual | 2016/01/25 08:30 | Gil Uwe Grund v Niels Lootsma | 3-6,1-6 |
| ITF Germany F3 Qual | 2016/01/24 11:00 | Tim Heger v Gil Uwe Grund | 4-6,6-7 |
| ITF Germany F1 | 2016/01/13 11:00 | Gil Uwe Grund v Oscar Otte | 1-6,2-6 |
| ITF Germany F1 Qual | 2016/01/11 12:00 | Oliver Mrose v Gil Uwe Grund | 4-6,6-1,6-3 |
| ITF Germany F1 Qual | 2016/01/10 14:30 | Mats Rosenkranz v Gil Uwe Grund | 6-7,3-6 |