Round: 26 Ground: Clay
| ITF Italy F23 | 2016/08/04 12:30 | Wilson Leite v Jacopo Stefanini | 3-6,2-6 |
| ITF Italy F21 | 2015/08/03 12:30 | Wilson Leite v Jacopo Stefanini | 3-6,6-3,6-4 |
| ITF Italy F37 | 2016/11/09 08:00 | Wilson Leite v Daniele Spinnato | 6-2,6-3 |
| ITF Colombia F6 | 2016/10/19 15:00 | Wilson Leite v Felipe Mantilla | 2-6,1-6 |
| ITF Colombia F6 | 2016/10/18 15:00 | Wilson Leite v Juan Montes | 7-5,6-4 |
| ITF Colombia F5 | 2016/10/11 20:10 | Wilson Leite v Geronimo Barrios | 2-6,6-4,6-7 |
| ITF Colombia F4 | 2016/10/04 17:45 | Wilson Leite v Alejandro Gomez | 3-6,1-6 |
| Challenger Santos | 2016/09/20 16:00 | Wilson Leite v Andre Ghem | 5-7,2-6 |
| ITF Italy F28 | 2016/09/07 12:25 | Wilson Leite v Simone Roncalli | 6-7,1-6 |
| ITF Italy F28 | 2016/09/06 18:46 | Wilson Leite v Simone Roncalli | 6-7,1-6 |
| ITF Italy F37 | 2016/11/09 08:25 | Giulio Zeppieri v Jacopo Stefanini | 1-6,3-6 |
| ITF Italy F36 | 2016/11/01 08:30 | Giovanni Rizzuti v Jacopo Stefanini | 7-5,4-6,6-2 |
| ITF Italy F34 | 2016/10/19 08:30 | Gianluca Di Nicola v Jacopo Stefanini | 3-6,7-6,6-4 |
| ITF Italy F34 | 2016/10/18 10:10 | Jacopo Stefanini v Petru-Alexandru Luncanu | 6-3,6-2 |
| ITF Italy F33 | 2016/10/11 11:05 | Jacopo Stefanini v Daniel Altmaier | 2-6,6-7 |
| ITF Italy F32 | 2016/10/05 07:30 | Yannick Maden v Jacopo Stefanini | 6-3,6-0 |
| ITF Italy F32 | 2016/10/04 07:30 | Jacopo Stefanini v Umberto Maria Giovannini | 6-2,6-0 |
| Challenger Rome 2 Qual | 2016/09/25 11:30 | Jacopo Stefanini v Mikael Ymer | 2-6,3-6 |