| ITF USA F20 | 06/22 21:05 | 25 | Gavin Van Peperzeel v Dennis Uspensky | Retired | |
| ITF USA F18 | 06/16 14:00 | 26 | Peter Polansky v Dennis Uspensky | 6-3,6-3 | |
| ITF Spain F34 | 10/21 08:00 | 26 | Dennis Uspensky v Dan Dowson | 1-6,1-6 | |
| ITF USA F26 | 09/16 17:45 | 25 | Farzin Danny Amiri v Dennis Uspensky | Retired | |
| ITF USA F20 | 07/03 20:00 | - | Mikael Torpegaard v Dennis Uspensky | 6-3,6-2 | |
| ITF USA F20 | 07/02 17:50 | - | Dennis Uspensky v Alex Rybakov | 2-6,6-4,6-3 | |
| ITF USA F18 | 06/23 16:00 | - | Dennis Uspensky v Alex Rybakov | 4-6,2-6 | |
| ITF USA F17 | 06/18 16:50 | - | Kaichi Uchida v Dennis Uspensky | 6-4,7-6 | |
| ITF USA F16 | 05/14 13:00 | - | Dennis Uspensky v Rhyne Williams | 3-6,6-4,4-6 | |
| ITF USA F16 | 05/13 14:30 | - | Dennis Uspensky v Patrick Daciek | 7-6,6-3 | |
| ITF USA F15 | 05/06 17:25 | - | Dennis Uspensky v Mico Santiago | 6-3,7-5 | |
| ITF USA F12 | 04/08 20:40 | - | Dennis Uspensky v Raymond Sarmiento | 5-7,6-7 | |
| ITF USA F9 | 02/26 18:00 | - | Wil Spencer v Dennis Uspensky | 1-6,4-6 | |
| ITF USA F9 | 02/24 16:50 | - | Sekou Bangoura v Dennis Uspensky | 2-6,4-6 | |
| ITF USA F8 | 02/19 16:00 | - | Patricio Heras v Dennis Uspensky | 6-3,5-7,6-1 | |
| ITF USA F8 | 02/18 18:00 | - | Dominic Cotrone v Dennis Uspensky | 1-6,7-5,4-6 | |
| ITF USA F7 | 02/12 18:50 | - | Jesse Witten v Dennis Uspensky | 6-7,6-3,6-3 | |
| ITF USA F7 | 02/11 15:50 | - | Dennis Uspensky v Ty Trombetta | 6-3,6-4 | |
| ITF USA F7 Qual | 02/09 14:30 | - | Dennis Uspensky v Quinton Vega | 6-1,6-3 | |
| ITF USA F7 Qual | 02/08 17:00 | - | Dennis Uspensky v Junior Alexander Ore | 6-4,4-6,6-0 | |
| ITF USA F7 Qual | 02/06 14:30 | - | Marcelo Zormann v Dennis Uspensky | 5-7,6-4,2-6 | |
| ITF USA F5 | 01/22 16:00 | - | Romain Arneodo v Dennis Uspensky | 6-0,6-2 | |
| ITF USA F5 | 01/21 16:25 | - | Catalin-Ionut Gard v Dennis Uspensky | 7-5,4-6,5-7 | |
| ITF USA F5 | 01/19 16:00 | - | Isaiah Strode v Dennis Uspensky | 2-6,4-6 | |
| ITF USA F5 | 01/17 18:30 | - | Dennis Uspensky v Siyu Liu | 6-0,6-2 | |
| ITF USA F5 | 01/16 18:30 | - | Dennis Uspensky v Dustin Goldenberg | 6-0,6-2 | |
| ITF USA F3 Qual | 01/09 13:00 | - | Peter Goldsteiner v Dennis Uspensky | 6-2,6-2 | |
| ITF USA F1 Qual | 01/04 16:00 | - | Dennis Uspensky v Cameron Silverman | 4-6,3-6 | |
| ITF USA F1 Qual | 01/02 17:00 | - | Boris Kozlov v Dennis Uspensky | 0-6,1-6 | |
| ITF Italy F31 | 11/01 08:30 | - | Matteo Tinelli v Dennis Uspensky | Retired |