Stadium: Court 2 Round: 28 Ground: Hardcourt indoor
| Challenger Knoxville | 2016/11/10 16:45 | Daniel Evans v Peter Polansky | 6-1,6-7,2-6 |
| Challenger Knoxville | 2016/11/09 15:00 | Peter Polansky v Liam Broady | 6-3,6-4 |
| Challenger Charlottesville | 2016/11/04 19:25 | Mackenzie McDonald v Peter Polansky | 7-5,6-4 |
| Challenger Charlottesville | 2016/11/03 20:05 | Austin Krajicek v Peter Polansky | 2-6,4-6 |
| 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 Knoxville | 2016/11/11 17:40 | Jared Donaldson v Ruben Bemelmans | 6-3,5-7,6-4 |
| Challenger Knoxville | 2016/11/11 00:10 | Jared Donaldson v Rhyne Williams | 6-4,7-5 |
| Challenger Knoxville | 2016/11/08 22:30 | Jared Donaldson v Mikelis Libietis | 6-2,6-4 |
| Challenger Charlottesville | 2016/11/04 17:25 | Henri Laaksonen v Jared Donaldson | 6-3,7-5 |
| Challenger Charlottesville | 2016/11/02 18:00 | Liam Broady v Jared Donaldson | 4-6,6-7 |
| Challenger Charlottesville | 2016/10/31 23:35 | Alexander Ritschard v Jared Donaldson | 2-6,6-3,3-6 |
| ATP Shanghai Qual | 2016/10/08 05:40 | Jared Donaldson v Inigo C Huegun | 6-2,3-6,2-6 |
| Others | 2016/10/01 03:00 | James Duckworth v Jared Donaldson | 7-6,6-4 |