Round: 54 Ground: Clay
| ITF Italy F14 Qual | 2016/06/04 11:05 | Toby Martin v Uladzislau Zhuk | 6-4,6-3 |
| ITF Italy F32 | 2016/05/19 11:35 | Toby Martin v Riccardo Bellotti | 5-7,3-6 |
| ITF Italy F32 | 2016/05/11 08:00 | Mate Delic v Toby Martin | 6-3,6-3 |
| ITF Italy F8 | 2016/04/25 08:00 | Julian Onken v Toby Martin | 6-3,6-2 |
| ITF Egypt F10 | 2016/03/23 11:50 | Jonas Merckx v Toby Martin | 6-4,5-7,6-0 |
| ITF Egypt F9 | 2016/03/17 09:10 | Laurent Rochette v Toby Martin | 6-3,6-2 |
| ITF Egypt F9 | 2016/03/16 10:45 | Oliver Hudson v Toby Martin | 6-2,3-6,5-7 |
| ITF Egypt F8 | 2016/03/08 08:00 | Toby Martin v Keelan Oakley | 3-6,2-6 |
| ITF Italy F14 Qual | 2016/06/04 10:45 | Riccardo Roberto v Facundo Jofre | 7-5,6-2 |
| ITF Italy F13 | 2016/05/30 08:00 | Goncalo Oliveira v Riccardo Roberto | 6-1,6-3 |
| ITF Italy F13 | 2016/05/29 07:30 | Cristiano Russo v Riccardo Roberto | 5-7,6-4,2-6 |
| ITF Italy F13 | 2016/05/28 08:30 | Riccardo Roberto v Gil Uwe Grund | 6-2,7-6 |
| 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 |