Round: 25 Ground: Clay
| Challenger Tallahassee | 2016/04/26 18:00 | Jared Donaldson v Calvin Hemery | 4-6,3-6 |
| Challenger Savannah | 2016/04/24 19:20 | Bjorn Fratangelo v Jared Donaldson | 6-1,6-3 |
| Challenger Savannah | 2016/04/23 19:25 | Jared Donaldson v Donald Young | 6-4,6-3 |
| Challenger Savannah | 2016/04/22 16:00 | Jared Donaldson v Gerald Melzer | 6-4,6-7,6-4 |
| Challenger Savannah | 2016/04/20 16:30 | Jared Donaldson v Guido Andreozzi | 1-6,7-5,7-6 |
| Challenger Savannah | 2016/04/18 21:30 | Jared Donaldson v Ryan Harrison | 6-2,7-6 |
| Challenger Sarasota | 2016/04/11 18:15 | Nicolas Kicker v Jared Donaldson | 6-2,6-1 |
| ATP Houston Qual | 2016/04/03 17:30 | Jared Donaldson v Nicolas Kicker | 6-4,1-6,6-7 |
| ATP Barcelona | 2016/04/20 11:50 | Thiemo De Bakker v Kei Nishikori | 4-6,2-6 |
| ATP Barcelona | 2016/04/19 13:10 | Thiemo De Bakker v Elias Ymer | 6-4,6-7,6-3 |
| ATP Marrakech | 2016/04/07 17:25 | Thiemo De Bakker v Federico Delbonis | 4-6,4-6 |
| ATP Marrakech | 2016/04/05 15:35 | Amine Ahouda v Thiemo De Bakker | 5-7,6-7 |
| ATP Delray Beach | 2016/02/16 21:20 | Sam Querrey v Thiemo De Bakker | 4-6,6-3,6-4 |
| Challenger Las Vegas | 2015/10/25 20:30 | Grega Zemlja v Thiemo De Bakker | 6-3,3-6,1-6 |
| Challenger Las Vegas | 2015/10/24 21:20 | Thiemo De Bakker v Blaz Kavcic | 7-6,4-6,6-4 |
| Challenger Las Vegas | 2015/10/23 22:50 | Thiemo De Bakker v Michael Mmoh | 6-1,6-3 |