Round: 25 Ground: Clay
| ATP Delray Beach Qual | 2016/02/13 19:10 | Jared Donaldson v Dennis Novikov | 3-6,7-6,3-6 |
| ATP Memphis | 2016/02/08 21:20 | Yoshihito Nishioka v Jared Donaldson | 6-3,6-4 |
| ATP Memphis | 2016/02/06 19:35 | Tennys Sandgren v Jared Donaldson | 7-5,3-6,4-6 |
| Challenger Dallas | 2016/02/01 19:30 | Jared Donaldson v Bjorn Fratangelo | 3-6,4-6 |
| Challenger Knoxville | 2015/11/14 15:00 | Jared Donaldson v Daniel Evans | 3-6,4-6 |
| Challenger Knoxville | 2015/11/13 19:10 | Liam Broady v Jared Donaldson | 4-6,4-6 |
| Challenger Knoxville | 2015/11/12 15:00 | Jared Donaldson v Tim Smyczek | 7-5,7-6 |
| Challenger Knoxville | 2015/11/11 18:40 | Jared Donaldson v Eric Quigley | 6-4,4-6,6-4 |
| ATP Memphis | 2016/02/11 01:30 | Kei Nishikori v Ryan Harrison | 6-2,7-5 |
| ATP Memphis | 2016/02/09 01:30 | Ryan Harrison v Frances Tiafoe | 6-7,7-6,6-4 |
| Challenger Dallas | 2016/02/03 18:30 | Ryan Harrison v Tim Smyczek | 0-6,7-5,4-6 |
| Challenger Knoxville | 2015/11/10 19:10 | Ryan Harrison v Blaz Kavcic | 2-6,4-6 |
| Challenger Charlottesville | 2015/11/05 00:05 | Henri Laaksonen v Ryan Harrison | 7-5,7-5 |
| Challenger Charlottesville | 2015/11/02 23:30 | Tennys Sandgren v Ryan Harrison | 5-7,3-6 |
| Challenger Las Vegas | 2015/10/20 21:00 | Michael Mmoh v Ryan Harrison | 6-2,6-3 |
| Challenger Fairfield | 2015/10/12 23:30 | Darian King v Ryan Harrison | 6-4,7-5 |