Round: 54 Ground: Hardcourt indoor
| Challenger Columbus 2 Qual | 2016/11/20 17:05 | Gonzales Austin v Ruan Roelofse | 4-6,7-6,6-3 |
| Challenger Charlottesville | 2016/11/01 23:05 | Mackenzie McDonald v Gonzales Austin | 7-6,7-6 |
| Challenger Charlottesville Qual | 2016/10/31 14:00 | Aron Hiltzik v Gonzales Austin | 7-5,5-7,6-7 |
| Challenger Charlottesville Qual | 2016/10/30 16:00 | Jarryd Chaplin v Gonzales Austin | 2-6,1-6 |
| ITF USA F32 | 2016/10/20 17:20 | Gonzales Austin v Guanarteme N Delgado | 1-6,2-6 |
| ITF USA F32 | 2016/10/18 15:00 | Gonzales Austin v Hunter Reese | 7-6,6-3 |
| ITF USA F31 | 2016/10/13 17:50 | Yuki Bhambri v Gonzales Austin | 6-0,7-6 |
| ITF USA F31 | 2016/10/11 15:00 | Gonzales Austin v Deiton Baughman | 6-2,6-2 |
| Challenger Columbus 2 Qual | 2016/11/20 16:30 | Hunter Tubert v Hunter Callahan | 7-6,3-6,4-6 |
| Challenger Columbus 2 Qual | 2016/11/19 15:00 | Riley Reist v Hunter Callahan | 1-6,2-6 |
| ITF Great Britain F6 | 2016/11/11 12:50 | Hunter Callahan v Frederik Nielsen | 6-4,1-6,2-6 |
| ITF Great Britain F6 | 2016/11/10 10:30 | Richard Gabb v Hunter Callahan | 6-2,1-6,4-6 |
| ITF Great Britain F6 | 2016/11/09 11:25 | Romain Bauvy v Hunter Callahan | 4-6,4-6 |
| ITF Great Britain F5 | 2016/11/02 12:30 | Ben Patael v Hunter Callahan | 6-3,6-4 |
| ITF Great Britain F5 | 2016/11/01 14:00 | Robbie Ridout v Hunter Callahan | 4-6,1-6 |
| ITF Great Britain F4 | 2016/10/26 10:40 | Hunter Callahan v Yann Marti | 4-6,2-6 |