Round: 24 Ground: Hardcourt outdoor
| 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 |
| French Open Qual | 2016/05/19 12:40 | Axel Michon v Jared Donaldson | 3-6,6-7 |
| Challenger Bordeaux | 2016/05/12 13:15 | Andre Ghem v Jared Donaldson | 6-3,6-4 |
| Challenger Bordeaux | 2016/05/10 08:30 | Jared Donaldson v Thiemo De Bakker | 6-2,6-4 |
| Challenger Segovia | 2016/07/29 17:25 | Nicolas Almagro v Mirza Basic | 7-5,6-7,6-7 |
| Challenger Segovia | 2016/07/28 16:00 | Nicolas Almagro v Ricardo Villacorta-Alonso | 7-5,6-4 |
| Challenger Segovia | 2016/07/26 16:45 | Nicolas Almagro v Maxime Janvier | 6-3,6-2 |
| ATP Umag | 2016/07/19 15:30 | Damir Dzumhur v Nicolas Almagro | 6-2,5-7,7-5 |
| ATP Hamburg | 2016/07/13 16:00 | Paul-Henri Mathieu v Nicolas Almagro | 4-6,7-6,7-5 |
| ATP Hamburg | 2016/07/11 12:35 | Jan Satral v Nicolas Almagro | 3-6,6-3,2-6 |
| Wimbledon | 2016/06/30 11:25 | Nicolas Almagro v Denis Istomin | 4-6,6-7,2-6 |
| Wimbledon | 2016/06/27 10:30 | Nicolas Almagro v Rogerio Dutra Silva | 6-3,7-6,5-7,3-6,6-3 |