Round: 45 Ground: Hardcourt indoor
| Challenger Cary - Qual. | 2016/09/10 15:50 | Andrew Carter v Dennis Uspensky | 6-2,6-4 |
| ITF Spagna F25 | 2016/08/10 08:30 | Alejandro Davidovich Fokina v Dennis Uspensky | 6-1,6-2 |
| ITF Spagna F25 | 2016/08/08 15:00 | Luis F Labarta v Dennis Uspensky | 1-6,2-6 |
| ITF Spagna F24 | 2016/08/04 15:00 | Dennis Uspensky v Andres Artunedo Martinavarr | 2-6,1-6 |
| ITF Spagna F24 | 2016/08/03 15:00 | Nicolas Alvarez Varona v Dennis Uspensky | 3-6,6-7 |
| ITF Spagna F24 | 2016/08/01 14:00 | Dennis Uspensky v Dario Montes | 6-3,6-4 |
| ITF Canada F5 | 2016/07/07 18:00 | Blake Mott v Dennis Uspensky | 6-1,4-6,7-6 |
| ITF Canada F5 | 2016/07/05 17:30 | Dennis Uspensky v Chandril Sood | 7-5,6-2 |
| ITF Finlandia F3 | 2016/08/16 22:00 | Herkko Pollanen v George Von Massow | 3-6,6-1,6-7 |
| ITF Finlandia F3 | 2016/08/15 22:00 | Delf Gohlke v Herkko Pollanen | 4-6,3-6 |
| ITF Finlandia F3 - Qual. | 2016/08/13 22:00 | Delf Gohlke v Herkko Pollanen | 3-6,1-6 |
| ITF Finlandia F3 - Qual. | 2016/08/12 22:00 | Leevi Saatela v Herkko Pollanen | 3-6,1-6 |
| ITF Finlandia F2 - Qual. | 2016/08/06 10:00 | Herkko Pollanen v Max Wennakoski | 4-6,7-5,2-6 |
| ITF Finlandia F1 | 2016/08/03 10:50 | Thai-Son Kwiatkowski v Herkko Pollanen | 6-3,6-2 |
| ITF Finlandia F1 | 2016/08/02 09:40 | Manuel Barros v Herkko Pollanen | 2-6,1-6 |
| ITF Estonia F1 | 2016/07/26 22:00 | Nicolas Alberto Arreche v Herkko Pollanen | 1-6,6-1,6-1 |