Round: 25 Ground: Clay
| ITF Italy F20 Qual | 2016/07/10 10:00 | Francesco Moncagatto v Samuele Ramazzotti | 2-6,1-6 |
| ITF Italy F20 Qual | 2016/07/09 10:00 | Samuele Ramazzotti v Andrea Borroni | 6-0,6-1 |
| Challenger Vicenza Qual | 2016/05/21 16:10 | Viktor Galovic v Samuele Ramazzotti | 6-3,6-3 |
| ITF Italy F4 | 2016/04/05 15:15 | Samuele Ramazzotti v Luca Pancaldi | 6-3,5-7,2-6 |
| ITF Turkey F8 | 2016/02/22 10:00 | Alexander Bublik v Samuele Ramazzotti | 6-3,6-2 |
| ITF Turkey F8 | 2016/02/20 07:30 | Samuele Ramazzotti v Bobbie De Goeijen | 7-6,6-2 |
| ITF Turkey F7 | 2016/02/15 14:45 | Dragos Nicolae Madaras v Samuele Ramazzotti | 6-4,6-1 |
| ITF Turkey F7 | 2016/02/13 08:00 | Shahbaaz Khan v Samuele Ramazzotti | 6-3,1-6,4-6 |
| ITF Italy F18 Qual | 2016/06/25 10:00 | Jacopo Stefanini v Michele D'Amico | 6-1,6-4 |
| ITF Italy F16 | 2016/06/23 14:45 | Jacopo Stefanini v Hernan Casanova | 2-6,1-6 |
| ITF Italy F16 | 2016/06/22 12:10 | Gerard Granollers-Pujol v Jacopo Stefanini | 6-2,2-6,3-6 |
| ITF Italy F16 | 2016/06/21 10:55 | Andrea Bolla v Jacopo Stefanini | 6-4,4-6,4-6 |
| ITF Italy F15 | 2016/06/17 08:00 | Jacopo Stefanini v Walter Trusendi | 1-6,2-6 |
| ITF Italy F15 | 2016/06/16 12:25 | Tom Kocevar-Desman v Jacopo Stefanini | 3-6,6-7 |
| ITF Italy F15 | 2016/06/13 07:30 | Milos Sekulic v Jacopo Stefanini | 7-5,2-6,4-6 |
| ITF Italy F14 | 2016/06/09 10:00 | Joao Pedro Sorgi v Jacopo Stefanini | 6-3,7-6 |