Round: 26 Ground: Hardcourt indoor
| 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 |
| Billie Jean King Cup | 2016/10/01 03:00 | James Duckworth v Jared Donaldson | 7-6,6-4 |
| ATP Chengdu Qual | 2016/09/24 06:50 | Jared Donaldson v Marinko Matosevic | 5-7,4-6 |
| US Open 2016 | 2016/09/03 23:45 | Ivo Karlovič v Jared Donaldson | 6-4,7-6,6-3 |
| Challenger - Knoxville | 2016/11/09 00:00 | Sekou Bangoura v Rhyne Williams | 3-6,6-2,4-6 |
| Challenger Charlottesville Qual | 2016/10/29 20:10 | Rhyne Williams v Thai-Son Kwiatkowski | 7-6,3-6,1-6 |
| ITF USA F33 | 2016/10/21 17:00 | Marcos Giron v Rhyne Williams | 1-6,6-3,6-3 |
| ITF USA F33 | 2016/10/20 18:25 | Rhyne Williams v Jan Choinski | 6-1,6-2 |
| ITF Women Lagos | 2016/10/18 20:20 | Pirmin Haenle v Rhyne Williams | 2-6,2-6 |
| ITF USA F31 | 2016/10/12 16:40 | Dominik Koepfer v Rhyne Williams | 3-6,7-6,6-2 |
| ITF Canada F9 Qual | 2016/09/23 17:00 | Alejandro Tabilo v Rhyne Williams | 7-6,7-5 |
| ITF Canada F9 Qual | 2016/09/22 14:00 | Rhyne Williams v Takanyi Garanganga | 6-2,6-1 |