Round: 26 Ground: Hardcourt outdoor
| ITF Dominican Rep F3 | 2016/12/13 15:15 | Eduardo Dischinger v Hunter Callahan | 3-6,1-6 |
| ITF Dominican Rep F3 | 2016/12/10 13:00 | Hunter Callahan v Felipe Muzzi | 6-3,6-1 |
| ITF Dominican Republic F2 | 2016/12/07 14:00 | Gianni Mina v Hunter Callahan | 6-3,6-2 |
| ITF Dominican Republic F2 | 2016/12/06 20:20 | Hunter Callahan v Daniel-Andrea R. Redondo | 6-4,6-2 |
| 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 Dominican Rep F3 | 2016/12/13 19:00 | Barlaham Zuluaga Gaviria v Bruno Santanna | 7-6,1-6,6-7 |
| ITF Dominican Republic F2 | 2016/12/08 15:00 | Ivan Endara v Bruno Santanna | 3-6,6-4,7-6 |
| ITF Dominican Republic F2 | 2016/12/07 14:00 | Washi Gervais v Bruno Santanna | 4-6,0-6 |
| ITF Dominican Republic F2 | 2016/12/06 16:50 | Matthew Rodriguez v Bruno Santanna | 6-7,4-6 |
| ITF Dominican Republic F1 | 2016/12/04 15:30 | Bruno Santanna v Evan King | 7-5,6-3 |
| ITF Dominican Republic F1 | 2016/12/03 18:30 | Gianni Mina v Bruno Santanna | 6-1,3-6,4-6 |
| ITF Dominican Republic F1 | 2016/12/02 17:10 | Bruno Santanna v Jose Olivares | 6-1,7-5 |
| ITF Dominican Republic F1 | 2016/12/01 16:00 | Bruno Santanna v Rowland Phillips | 6-2,6-2 |