Round: 26 Ground: Hardcourt indoor
| ITF USA F11 | 2015/03/29 00:15 | Mackenzie McDonald v Dennis Novikov | 6-4,3-6,2-6 |
| Challenger Tiburon | 2016/09/27 21:25 | Peter Polansky v Mackenzie McDonald | 3-6,4-6 |
| ITF USA F29 | 2016/09/25 17:00 | Mackenzie McDonald v Jan Choinski | 6-0,6-3 |
| ITF USA F29 | 2016/09/24 17:00 | Mackenzie McDonald v Alexios Halebian | 6-2,6-4 |
| ITF USA F29 | 2016/09/23 17:00 | Mackenzie McDonald v Miomir Kecmanovic | 7-5,6-2 |
| ITF USA F29 | 2016/09/22 17:00 | Mackenzie McDonald v Joseph Digiulio | 4-6,6-1,6-2 |
| ITF USA F29 | 2016/09/21 18:30 | Mackenzie McDonald v Ty Trombetta | 6-2,6-4 |
| Challenger Cary | 2016/09/13 16:00 | Tennys Sandgren v Mackenzie McDonald | 6-4,6-3 |
| Challenger Cary Qual | 2016/09/12 16:00 | Mackenzie McDonald v Wil Spencer | 6-2,6-4 |
| Challenger Tiburon | 2016/09/27 23:55 | Robbie C Bellamy v Dennis Novikov | 3-6,2-6 |
| Challenger Columbus | 2016/09/20 14:00 | Evan King v Dennis Novikov | 6-4,6-7,7-6 |
| Challenger Cary | 2016/09/17 18:10 | Dennis Novikov v James McGee | 6-3,3-6,3-6 |
| Challenger Cary | 2016/09/16 16:00 | Dennis Novikov v Peter Polansky | 6-3,2-6,6-4 |
| Challenger Cary | 2016/09/14 17:00 | Dennis Novikov v Brydan Klein | 6-4,6-4 |
| 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 |