Round: 25 Ground: Clay
| ITF USA F19 | 2016/06/19 16:00 | Gavin Van Peperzeel v Evan King | 6-7,3-6 |
| ITF USA F19 | 2016/06/18 17:15 | Gavin Van Peperzeel v Mikael Torpegaard | 6-4,6-1 |
| ITF USA F19 | 2016/06/17 16:00 | Gavin Van Peperzeel v Hans Hach Verdugo | 6-2,6-3 |
| ITF USA F19 | 2016/06/16 18:35 | Gavin Van Peperzeel v Evan Zhu | 7-6,6-4 |
| ITF USA F19 | 2016/06/15 18:20 | Gavin Van Peperzeel v Raleigh Smith | 6-3,6-1 |
| ITF Italy F14 | 2016/06/09 08:00 | Gavin Van Peperzeel v Orlando Luz | 4-6,4-6 |
| ITF Italy F14 | 2016/06/08 07:00 | Gavin Van Peperzeel v Toby Martin | 6-3,6-0 |
| ITF Italy F13 | 2016/06/01 09:30 | Gavin Van Peperzeel v Filippo Baldi | 2-6,2-6 |
| ITF USA F18 | 2016/06/16 14:00 | Peter Polansky v Dennis Uspensky | 6-3,6-3 |
| ITF Spain F34 | 2015/10/21 08:00 | Dennis Uspensky v Dan Dowson | 1-6,1-6 |
| ITF USA F20 | 2015/07/03 20:00 | Mikael Torpegaard v Dennis Uspensky | 6-3,6-2 |
| ITF USA F20 | 2015/07/02 17:50 | Dennis Uspensky v Alex Rybakov | 2-6,6-4,6-3 |
| ITF USA F18 | 2015/06/23 16:00 | Dennis Uspensky v Alex Rybakov | 4-6,2-6 |
| ITF USA F17 | 2015/06/18 16:50 | Kaichi Uchida v Dennis Uspensky | 6-4,7-6 |
| ITF USA F16 | 2015/05/14 13:00 | Dennis Uspensky v Rhyne Williams | 3-6,6-4,4-6 |
| ITF USA F16 | 2015/05/13 14:30 | Dennis Uspensky v Patrick Daciek | 7-6,6-3 |