Round: 25 Ground: Clay
| ITF Italy F35 | 2016/10/29 08:00 | Marvin Netuschil v Walter Trusendi | 7-6,6-4 |
| ITF Italy F35 | 2016/10/28 07:30 | Walter Trusendi v Maxime Chazal | 5-7,6-3,6-4 |
| ITF Italy F35 | 2016/10/27 10:05 | Walter Trusendi v Stefano Travaglia | 6-3,6-7,6-4 |
| ITF Italy F35 | 2016/10/26 09:05 | Walter Trusendi v Daniele Spinnato | 6-4,6-0 |
| ITF Italy F35 | 2016/10/25 08:40 | Walter Trusendi v Gianluca Di Nicola | 6-0,6-1 |
| ITF Italy F32 | 2016/10/07 08:30 | Walter Trusendi v Stefano Travaglia | 4-6,2-6 |
| ITF Italy F32 | 2016/10/06 08:00 | Omar Giacalone v Walter Trusendi | 3-6,2-6 |
| ITF Italy F32 | 2016/10/05 13:15 | Theo Fournerie v Walter Trusendi | 0-6,1-6 |
| ITF Tunisia F36 | 2016/12/12 10:00 | Guilherme W Osorio v Luka Pavlovic | 7-6,6-4 |
| ITF Tunisia F36 | 2016/12/11 13:00 | Guilherme W Osorio v Skander Ben Abdallah | 6-0,6-2 |
| ITF Tunisia F35 | 2016/12/05 08:30 | Javier Barranco Cosano v Guilherme W Osorio | 6-4,6-1 |
| ITF Portugal F9 | 2016/07/19 15:40 | Nuno Borges v Guilherme W Osorio | 6-3,7-5 |
| ITF Portugal F6 | 2016/05/18 11:10 | Guilherme W Osorio v Tak Khunn Wang | 3-6,3-6 |
| ITF Portugal F6 Qual | 2016/05/15 09:00 | Guilherme W Osorio v Marcus Walters | 6-3,6-4 |
| ITF Portugal F4 | 2016/05/09 10:00 | Guilherme W Osorio v Ricardo Ojeda Lara | 1-6,1-6 |
| ITF Portugal F4 | 2016/05/03 11:00 | Aaron Addison v Guilherme W Osorio | 3-6,5-7 |