Round: 26 Ground: Hardcourt outdoor
| ATP Delray Beach | 2016/02/16 23:00 | Taylor Fritz v Tim Smyczek | 3-6,3-6 |
| ATP Memphis | 2016/02/10 00:05 | Damir Dzumhur v Tim Smyczek | 6-3,4-6,6-3 |
| Challenger de Dallas | 2016/02/06 02:25 | Tim Smyczek v Kyle Edmund | 5-7,3-6 |
| Challenger de Dallas | 2016/02/05 02:25 | Marinko Matosevic v Tim Smyczek | 6-7,6-4,3-6 |
| Challenger de Dallas | 2016/02/03 18:30 | Ryan Harrison v Tim Smyczek | 0-6,7-5,4-6 |
| Challenger de Dallas | 2016/02/02 03:10 | Mitchell Krueger v Tim Smyczek | 4-6,3-6 |
| Challenger de Knoxville | 2015/11/12 15:00 | Jared Donaldson v Tim Smyczek | 7-5,7-6 |
| Challenger de Knoxville | 2015/11/11 20:50 | Tommy Paul v Tim Smyczek | 4-6,4-6 |
| ATP Memphis | 2016/02/12 21:00 | Ricardas Berankis v Donald Young | 7-6,6-1 |
| ATP Memphis | 2016/02/11 21:00 | Marcel Granollers v Donald Young | 1-6,6-7 |
| Challenger de Shanghái | 2015/10/12 07:15 | Victor Estrella Burgos v Donald Young | 6-2,4-6,6-4 |
| Challenger de Shanghái | 2015/10/11 04:00 | Donald Young v Andrey Kuznetsov | 3-6,1-6 |
| Challenger de Shanghái | 2015/10/10 04:00 | Donald Young v Zhuoyang Qiu | 6-4,6-0 |
| US Open | 2015/09/07 17:10 | Stan Wawrinka v Donald Young | 6-4,1-6,6-3,6-4 |
| US Open | 2015/09/05 19:05 | Viktor Troicki v Donald Young | 6-4,6-0,6-7,2-6,4-6 |
| US Open | 2015/09/03 18:45 | Aljaz Bedene v Donald Young | 6-3,4-6,4-6,2-6 |