Stadium: Court 1 Round: 26 Ground: Hardcourt indoor
| 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 |
| ATP Washington | 2016/07/19 01:35 | Vincent Millot v Jared Donaldson | 7-5,2-6,4-6 |
| ATP Washington Qual | 2016/07/17 16:35 | Jared Donaldson v Marinko Matosevic | 7-6,6-4 |
| ATP Newport | 2016/07/11 19:45 | Jared Donaldson v Donald Young | 1-6,3-6 |
| French Open Qual | 2016/05/20 11:35 | Nikoloz Basilashvili v Jared Donaldson | 4-6,7-5,6-2 |
| US Open Qual | 2016/08/25 18:40 | Ryan Shane v Ilya Ivashka | 3-6,3-6 |
| US Open Qual | 2016/08/24 15:00 | Kimmer Coppejans v Ryan Shane | 6-2,4-6,1-6 |
| ITF USA F27 | 2016/08/10 16:25 | Rhyne Williams v Ryan Shane | 6-4,6-4 |
| ITF USA F27 | 2016/08/08 17:45 | Ryan Shane v Dennis Nevolo | 7-5,6-3 |
| ITF USA F26 | 2016/08/02 15:00 | Roberto Quiroz v Ryan Shane | 6-1,6-3 |
| ATP Washington Qual | 2016/07/16 16:40 | Ryan Shane v Amir Weintraub | 4-6,2-6 |
| ATP Miami Qual | 2016/03/21 18:55 | Rogerio Dutra Silva v Ryan Shane | 7-5,6-2 |
| ITF USA F2 | 2016/01/12 20:50 | Ryan Shane v Eric James Johnson | 6-2,2-6,4-6 |