Stadium: Barry Mackay Court 4 Round: 25
| Challenger Cary | 2016/09/16 16:00 | Dennis Novikov v Peter Polansky | 6-3,2-6,6-4 |
| Challenger Charlottesville | 2016/11/01 18:05 | Noah Rubin v Peter Polansky | 3-6,2-6 |
| Challenger Las Vegas | 2016/10/18 18:40 | Tucker Vorster v Peter Polansky | 4-6,6-7 |
| Challenger Monterrey | 2016/10/14 20:00 | Peter Polansky v Denis Kudla | 2-6,2-6 |
| Challenger Monterrey | 2016/10/13 18:00 | Alejandro Falla v Peter Polansky | 4-6,1-6 |
| Challenger Monterrey | 2016/10/12 18:00 | Roberto Quiroz v Peter Polansky | 6-7,4-6 |
| Challenger Monterrey | 2016/10/11 20:15 | Caio Zampieri v Peter Polansky | 5-7,2-6 |
| Challenger Stockton | 2016/10/03 23:15 | Peter Polansky v Brian Baker | 6-7,6-3,5-7 |
| Challenger Tiburon | 2016/09/27 21:25 | Peter Polansky v Mackenzie McDonald | 3-6,4-6 |
| Challenger Charlottesville | 2016/11/01 19:25 | Michael Mmoh v Dennis Novikov | 6-3,6-2 |
| Challenger Las Vegas | 2016/10/19 17:30 | Dennis Novikov v Sekou Bangoura | 6-7,4-6 |
| Challenger Las Vegas | 2016/10/17 18:50 | Dennis Novikov v James McGee | 6-4,6-1 |
| Challenger Fairfield | 2016/10/11 17:00 | Tommy Paul v Dennis Novikov | 6-4,6-4 |
| Challenger Stockton | 2016/10/04 19:25 | Salvatore Caruso v Dennis Novikov | 6-2,6-3 |
| Challenger Tiburon | 2016/09/30 19:00 | Darian King v Dennis Novikov | 7-5,6-2 |
| Challenger Tiburon | 2016/09/29 18:00 | Brian Baker v Dennis Novikov | 4-6,6-3,1-6 |
| Challenger Tiburon | 2016/09/27 23:55 | Robbie C Bellamy v Dennis Novikov | 3-6,2-6 |