Round: 25 Ground: Clay
| Challenger Columbus 2 | 2016/11/22 22:05 | Mitchell Krueger v Hunter Callahan | 6-4,6-3 |
| Challenger Columbus 2 Qual | 2016/11/21 15:00 | Gonzales Austin v Hunter Callahan | 6-7,4-6 |
| 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 Dominican Republic F2 | 2016/12/05 14:30 | Adriano Quinti v Daniel-Andrea R. Redondo | 4-6,2-6 |
| ITF Dominican Republic F2 | 2016/12/04 14:00 | Daniel-Andrea R. Redondo v Andrew Ely | 6-0,6-3 |
| ITF Dominican Republic F2 | 2016/12/03 15:00 | Samuel Beddow v Daniel-Andrea R. Redondo | 4-6,6-1,5-7 |
| ITF Greece F11 | 2016/11/22 10:30 | Daniel-Andrea R. Redondo v Carlos Gomez-Herrera | 3-6,1-6 |
| ITF Greece F11 | 2016/11/21 10:55 | Daniel Tamir v Daniel-Andrea R. Redondo | 3-6,3-6 |
| ITF Greece F11 | 2016/11/20 09:00 | Daniel-Andrea R. Redondo v Ludvig Aaes | 6-1,6-1 |
| ITF Greece F11 | 2016/11/19 10:00 | Daniel-Andrea R. Redondo v Kuzey Cekirge | 6-3,6-3 |
| ITF Greece F10 Qual | 2016/11/13 10:30 | Christoffer Solberg v Daniel-Andrea R. Redondo | 7-6,6-2 |