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 |
| 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 |
| Challenger Nanchang | 2016/09/16 09:00 | Marinko Matosevic v Hiroki Moriya | 1-6,6-7 |
| Challenger Nanchang | 2016/09/16 02:00 | Marinko Matosevic v Ze Zhang | 7-6,4-6,6-4 |
| Challenger Nanchang | 2016/09/14 04:05 | Yen-Hsun Lu v Marinko Matosevic | 5-7,6-0,4-6 |
| Challenger Nanchang | 2016/09/13 03:00 | Nicolas Barrientos v Marinko Matosevic | 4-6,4-6 |
| Challenger Shanghai | 2016/09/08 07:50 | Jordan Thompson v Marinko Matosevic | 6-3,7-6 |
| Challenger Shanghai | 2016/09/06 02:00 | Zhizhen Zhang v Marinko Matosevic | 4-6,2-6 |
| Challenger Bangkok 4 | 2016/09/03 04:00 | Go Soeda v Marinko Matosevic | 6-3,6-2 |
| Challenger Bangkok 4 | 2016/09/02 04:00 | Edan Leshem v Marinko Matosevic | 2-6,0-6 |