Round: 25 Ground: Clay
| ITF Italy F30 | 2016/09/20 12:20 | Andrea Basso v Riccardo Sinicropi | 6-2,6-4 |
| ITF Italy F29 | 2016/09/12 07:30 | Pietro Licciardi v Riccardo Sinicropi | 7-6,6-2 |
| ITF Italy F27 | 2016/08/29 16:15 | Luca Giacomini v Riccardo Sinicropi | 6-4,4-6,6-3 |
| ITF Italy F24 | 2016/08/09 11:00 | Riccardo Sinicropi v Pedro Cachin | 7-5,3-6,6-7 |
| ITF Italy F22 | 2016/07/29 16:00 | Omar Giacalone v Riccardo Sinicropi | 6-3,6-4 |
| ITF Italy F22 | 2016/07/28 13:30 | Corrado Summaria v Riccardo Sinicropi | 6-4,1-6,5-7 |
| ITF Italy F22 | 2016/07/27 08:00 | Davide Della Tommasina v Riccardo Sinicropi | 6-7,2-6 |
| ITF Italy F18 | 2016/06/29 12:30 | Riccardo Sinicropi v Cristobal S-Corvalan | 4-6,6-7 |
| ITF Italy F30 | 2016/09/20 10:00 | Alex Rybakov v Stefano Travaglia | 2-6,7-6,2-6 |
| ITF Canada F7 | 2016/09/05 20:00 | David Volfson v Alex Rybakov | 6-7,6-2,6-2 |
| ITF USA F27 | 2016/08/09 17:20 | Takanyi Garanganga v Alex Rybakov | 6-4,6-4 |
| ITF USA F26 Qual | 2016/08/01 15:00 | Alex Rybakov v Alfredo Perez | 5-7,6-3,4-6 |
| ITF USA F17 | 2016/06/09 15:00 | Darian King v Alex Rybakov | 7-6,6-2 |
| ITF USA F17 | 2016/06/08 15:15 | Alex Rybakov v Justin Butsch | 6-4,6-2 |
| Challenger Dallas Qual | 2016/01/31 17:35 | Alex Rybakov v Ryan Haviland | 3-6,6-7 |
| ITF USA F33 | 2015/11/22 18:00 | Henrik Wiersholm v Alex Rybakov | 6-2,1-6,6-3 |