Round: 26 Ground: Hardcourt outdoor
| Challenger Tiburon | 2014/10/07 20:25 | Jared Donaldson v Dennis Novikov | 6-3,6-2 |
| US Open | 2014/08/26 22:05 | Gael Monfils v Jared Donaldson | 6-4,6-2,6-4 |
| ATP Washington | 2014/07/28 21:00 | Rajeev Ram v Jared Donaldson | 6-7,6-4,7-5 |
| ATP Washington Qual | 2014/07/26 15:55 | Jared Donaldson v Gonzalo Lama | 6-1,6-1 |
| ITF USA F17 | 2014/06/29 16:00 | Jared Donaldson v Andrew Harris | 6-3,6-2 |
| ITF USA F17 | 2014/06/28 16:30 | Raymond Sarmiento v Jared Donaldson | 2-6,6-3,6-7 |
| ITF USA F17 | 2014/06/27 15:00 | Collin Altamirano v Jared Donaldson | 2-6,1-6 |
| ITF USA F17 | 2014/06/26 14:00 | Martin Redlicki v Jared Donaldson | 2-6,4-6 |
| Challenger Tiburon | 2014/10/07 23:00 | Ryan Harrison v Tim Smyczek | 3-6,3-6 |
| US Open | 2014/08/29 19:40 | Tim Smyczek v Roberto Bautista-Agut | 3-6,2-6,1-6 |
| US Open | 2014/08/26 19:40 | Filip Krajinovic v Tim Smyczek | 6-4,3-6,2-6,6-7 |
| ATP Washington | 2014/08/01 00:05 | Tim Smyczek v Richard Gasquet | 3-6,2-6 |
| ATP Washington | 2014/07/30 01:45 | Jeremy Chardy v Tim Smyczek | 6-7,6-3,4-6 |
| ATP Newport | 2014/07/08 17:40 | Tim Smyczek v Austin Krajicek | 6-7,1-6 |
| Wimbledon Qual | 2014/06/16 10:00 | Tim Smyczek v Niels Desein | 6-3,6-2 |
| Challenger Tallahassee | 2014/04/28 15:00 | Yoshihito Nishioka v Tim Smyczek | 6-2,6-2 |