Round: 26 Ground: Clay
| ATP - Delray Beach | 2016/02/18 17:30 | Smyczek, Tim v Young, Donald | 1-6,7-6,6-2 |
| ATP - Houston | 2016/04/05 18:20 | Steve Johnson v Young, Donald | 4-6,3-6 |
| ATP - Miami | 2016/03/24 15:00 | Seppi, Andreas v Young, Donald | 6-3,6-1 |
| ATP - Delray Beach | 2016/02/18 17:30 | Smyczek, Tim v Young, Donald | 1-6,7-6,6-2 |
| ATP Memphis | 2016/02/12 21:00 | Ricardas Berankis v Young, Donald | 7-6,6-1 |
| ATP Memphis | 2016/02/11 21:00 | Granollers, Marcel v Young, Donald | 1-6,6-7 |
| Challenger Shanghai | 2015/10/12 07:15 | Estrella Burgos, Victor v Young, Donald | 6-2,4-6,6-4 |
| Challenger Shanghai | 2015/10/11 04:00 | Young, Donald v Andrey Kuznetsov | 3-6,1-6 |
| Challenger Shanghai | 2015/10/10 04:00 | Young, Donald v Qiu, Zhuoyang | 6-4,6-0 |
| ATP - Houston | 2016/04/05 18:00 | Nicolas Kicker v Smyczek, Tim | 6-4,6-7,4-6 |
| ATP - Miami | 2016/03/28 22:00 | Smyczek, Tim v Kyrgios, Nick | 4-6,4-6 |
| ATP - Miami | 2016/03/26 21:40 | Isner, John v Smyczek, Tim | 2-6,6-2,6-7 |
| ATP - Miami | 2016/03/24 16:35 | Tommy Paul v Smyczek, Tim | 4-6,7-5,5-7 |
| Miami, USA, Qualifying | 2016/03/22 14:00 | Smyczek, Tim v Zemlja, Grega | 6-2,6-3 |
| Miami, USA, Qualifying | 2016/03/21 15:50 | Smyczek, Tim v Harrison, Christian | 6-4,6-2 |
| ATP - Delray Beach | 2016/02/19 23:00 | Querrey, Sam v Smyczek, Tim | 6-7,7-6,6-4 |
| ATP - Delray Beach | 2016/02/18 17:30 | Smyczek, Tim v Young, Donald | 1-6,7-6,6-2 |