Round: 60 Ground: Clay
| Challenger Cary Qual | 2016/09/11 15:45 | Mackenzie McDonald v Julian Bradley | 6-3,6-2 |
| Challenger Cary Qual | 2016/09/10 16:55 | Thomas Pura v Julian Bradley | 6-2,4-6,3-6 |
| ITF USA F27 | 2016/08/09 14:00 | Julian Bradley v Aron Hiltzik | 5-7,4-6 |
| ITF USA F27 Qual | 2016/08/08 14:00 | Julian Bradley v Bradley Holt | 6-1,7-6 |
| ITF USA F27 Qual | 2016/08/07 13:30 | Konrad Zieba v Julian Bradley | 6-7,4-6 |
| ITF USA F26 Qual | 2016/07/31 16:30 | Julian Bradley v Felix Corwin | 4-6,6-3,4-6 |
| ITF USA F26 Qual | 2016/07/30 18:00 | Julian Bradley v Brian Battistone | 1-6,6-3,6-3 |
| ITF USA F22 | 2016/06/29 14:00 | Julian Bradley v Dragos Constantin Ignat | 7-6,4-6,2-6 |
| ITF USA F30 | 2016/09/26 17:00 | Shane Vinsant v Ty Trombetta | 6-3,6-2 |
| ITF USA F30 | 2016/09/25 17:00 | Errol Smith v Ty Trombetta | 2-6,4-6 |
| ITF USA F30 | 2016/09/24 21:00 | Matthew Tsolakyan v Ty Trombetta | 4-6,2-6 |
| ITF USA F30 | 2016/09/23 22:30 | Omni Kumar v Ty Trombetta | 0-6,1-6 |
| ITF USA F29 | 2016/09/21 18:30 | Mackenzie McDonald v Ty Trombetta | 6-2,6-4 |
| ITF USA F29 | 2016/09/19 18:30 | Sem Verbeek v Ty Trombetta | 6-7,6-3,3-6 |
| ITF USA F28 | 2016/09/15 18:00 | Martin Redlicki v Ty Trombetta | 6-3,1-6,6-3 |
| ITF USA F28 | 2016/09/13 21:45 | Hunter Callahan v Ty Trombetta | 2-6,4-6 |