Round: 26 Ground: Hardcourt outdoor
| Challenger Cary | 2016/09/12 17:30 | Dennis Novikov v Mikelis Libietis | 7-6,6-4 |
| US Open Qual | 2016/08/25 19:30 | Dennis Novikov v Pedja Krstin | 6-7,5-7 |
| US Open Qual | 2016/08/23 21:50 | Dennis Novikov v Federico Gaio | 7-6,5-7,6-2 |
| ATP Washington Qual | 2016/07/17 15:40 | Dennis Novikov v Ernesto Escobedo | 6-7,4-6 |
| ATP Newport | 2016/07/13 15:00 | Dennis Novikov v Victor Estrella Burgos | 6-7,3-6 |
| Wimbledon | 2016/06/30 14:35 | Dennis Novikov v Joao Sousa | 4-6,4-6,6-3,4-6 |
| Wimbledon | 2016/06/28 10:30 | Luke Saville v Dennis Novikov | 6-4,4-6,5-7,4-6 |
| Wimbledon Qual | 2016/06/24 13:40 | Hiroki Moriya v Dennis Novikov | 6-2,2-6,3-6,2-6 |
| Challenger Cary | 2016/09/12 17:30 | Brydan Klein v Sekou Bangoura | 1-6,7-5,6-2 |
| Challenger Granby | 2016/08/02 19:45 | Brydan Klein v Gregoire Barrere | 3-6,3-6 |
| ATP Newport Qual | 2016/07/11 16:25 | Brydan Klein v Brian Baker | 6-7,4-6 |
| ATP Newport Qual | 2016/07/10 19:45 | Brydan Klein v Michael Mmoh | 7-6,6-2 |
| Wimbledon | 2016/06/27 13:15 | Brydan Klein v Nicolas Mahut | 6-7,4-6,4-6 |
| French Open Qual | 2016/05/17 09:25 | Sergiy Stakhovsky v Brydan Klein | 6-3,6-3 |
| Challenger Traralgon | 2015/10/31 00:00 | Brydan Klein v Jordan Thompson | 2-6,5-7 |
| Challenger Traralgon | 2015/10/30 00:00 | Benjamin Mitchell v Brydan Klein | 1-6,2-6 |