Round: 60 Ground: Hardcourt outdoor
| ITF USA F28 | 2016/09/13 21:45 | Hunter Callahan v Ty Trombetta | 2-6,4-6 |
| ITF USA F27 | 2016/08/09 14:00 | Marc Polmans v Hunter Callahan | 6-3,6-3 |
| ITF USA F27 Qual | 2016/08/07 13:30 | Hunter Callahan v Nils Ellefsen | 6-3,6-2 |
| ITF USA F26 | 2016/08/03 15:00 | Evan King v Hunter Callahan | 6-3,7-5 |
| ITF USA F26 Qual | 2016/08/01 16:50 | Hunter Callahan v Felix Corwin | 7-5,7-6 |
| ITF USA F26 Qual | 2016/07/31 16:30 | Hunter Callahan v Mwendwa Mbithi | 6-2,6-1 |
| ITF USA F22 | 2016/06/28 14:00 | Hunter Callahan v Thai-Son Kwiatkowski | 4-6,1-6 |
| ITF USA F20 | 2016/06/23 21:15 | Nathan Pasha v Hunter Callahan | 6-3,7-6 |
| ITF USA F28 | 2016/09/10 17:00 | Tim Sandkaulen v Errol Smith | 6-3,6-4 |
| ITF USA F1 Qual | 2016/01/03 18:00 | Errol Smith v Martin Redlicki | 2-6,6-7 |
| ITF USA F1 Qual | 2016/01/02 20:30 | Kaptan Kaster v Errol Smith | 6-7,2-6 |
| ITF USA F26 Qual | 2014/09/20 16:00 | Marko Goles Babic v Errol Smith | 6-2,6-4 |