Stadium: Stadium Court Round: 45 Ground: Hardcourt outdoor
| ATP Washington Qual | 2016/07/17 16:35 | Jared Donaldson v Marinko Matosevic | 7-6,6-4 |
| 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 |
| ATP Washington Qual | 2016/07/17 16:35 | Jared Donaldson v Marinko Matosevic | 7-6,6-4 |
| ATP Washington Qual | 2016/07/16 14:00 | Scott Lipsky v Marinko Matosevic | 1-6,0-6 |
| Challenger Winnipeg | 2016/07/13 15:00 | Marinko Matosevic v Dayne Kelly | 7-6,6-7,3-6 |
| Challenger Leon Qual | 2016/03/28 20:45 | Robin Stanek v Marinko Matosevic | 7-6,7-6 |
| Challenger Leon Qual | 2016/03/27 20:10 | Purav Raja v Marinko Matosevic | 4-6,1-6 |
| Challenger Morelos | 2016/02/16 20:25 | Marinko Matosevic v Horacio Zeballos | 4-6,3-6 |
| Challenger Dallas | 2016/02/05 02:25 | Marinko Matosevic v Tim Smyczek | 6-7,6-4,3-6 |
| Challenger Dallas | 2016/02/03 16:30 | Marinko Matosevic v Marco Trungelliti | 6-4,6-3 |