Round: 26 Ground: Hardcourt indoor
| US Open 2016 | 2016/09/03 23:45 | Ivo Karlovic v Jared Donaldson | 6-4,7-6,6-3 |
| US Open 2016 | 2016/09/01 22:35 | Viktor Troicki v Jared Donaldson | 5-7,3-6,3-6 |
| US Open 2016 | 2016/08/30 17:30 | Jared Donaldson v David Goffin | 4-6,7-5,6-4,6-0 |
| US Open Qual | 2016/08/26 18:10 | Jared Donaldson v Santiago Giraldo | 6-2,6-2 |
| US Open Qual | 2016/08/24 22:25 | Jared Donaldson v Eduardo Struvay | 6-3,6-4 |
| ATP Cincinnati | 2016/08/16 23:55 | Jared Donaldson v Stan Wawrinka | 6-2,3-6,4-6 |
| ATP Cincinnati | 2016/08/15 15:00 | Jared Donaldson v Nicolas Almagro | 6-3,7-6 |
| ATP Washington | 2016/07/20 00:20 | Jared Donaldson v Benoit Paire | 0-6,5-7 |
| ITF Canada F7 | 2016/09/07 16:00 | Rhyne Williams v Carl Soderlund | 6-4,6-1 |
| ITF Canada F7 | 2016/09/05 19:35 | Riaan Du Toit v Rhyne Williams | 3-6,1-6 |
| ITF USA F27 | 2016/08/13 14:00 | Rhyne Williams v Christian Harrison | 7-6,3-6,4-6 |
| ITF USA F27 | 2016/08/12 14:00 | Wil Spencer v Rhyne Williams | 4-6,2-6 |
| ITF USA F27 | 2016/08/11 14:00 | Dominik Koepfer v Rhyne Williams | 2-6,4-6 |
| ITF USA F27 | 2016/08/10 16:25 | Rhyne Williams v Ryan Shane | 6-4,6-4 |
| ITF USA F27 | 2016/08/09 15:40 | Rhyne Williams v Gonzalo Escobar | 6-4,6-3 |
| ITF USA F26 | 2016/08/04 15:00 | Marc Polmans v Rhyne Williams | 6-4,7-6 |