Round: 26 Ground: Hardcourt outdoor
| ITF Dominican Rep F3 | 2016/12/13 15:15 | Dischinger, Eduardo v Callahan, Hunter | 3-6,1-6 |
| ITF Dominican Rep F3 | 2016/12/10 13:00 | Callahan, Hunter v Muzzi, Felipe | 6-3,6-1 |
| ITF Dominican Republic F2 | 2016/12/07 14:00 | Mina, Gianni v Callahan, Hunter | 6-3,6-2 |
| ITF Dominican Republic F2 | 2016/12/06 20:20 | Callahan, Hunter v Daniel-Andrea Rodriguez-Redondo | 6-4,6-2 |
| Columbus II, USA | 2016/11/22 22:05 | Mitchell Krueger v Callahan, Hunter | 6-4,6-3 |
| Columbus II, USA, Qualifying | 2016/11/21 15:00 | Austin, Gonzales v Callahan, Hunter | 6-7,4-6 |
| Columbus II, USA, Qualifying | 2016/11/20 16:30 | Tubert, Hunter v Callahan, Hunter | 7-6,3-6,4-6 |
| Columbus II, USA, Qualifying | 2016/11/19 15:00 | Reist, Riley H v Callahan, Hunter | 1-6,2-6 |
| ITF Dominican Rep F3 | 2016/12/13 19:00 | Zuluaga Gaviria, Barlaham v Santanna, B. | 7-6,1-6,6-7 |
| ITF Dominican Republic F2 | 2016/12/08 15:00 | Endara, Ivan v Santanna, B. | 3-6,6-4,7-6 |
| ITF Dominican Republic F2 | 2016/12/07 14:00 | Gervais, Washi v Santanna, B. | 4-6,0-6 |
| ITF Dominican Republic F2 | 2016/12/06 16:50 | Rodriguez, Matthew v Santanna, B. | 6-7,4-6 |
| ITF Dominican Republic F1 | 2016/12/04 15:30 | Santanna, B. v King, Evan | 7-5,6-3 |
| ITF Dominican Republic F1 | 2016/12/03 18:30 | Mina, Gianni v Santanna, B. | 6-1,3-6,4-6 |
| ITF Dominican Republic F1 | 2016/12/02 17:10 | Santanna, B. v Olivares, Jose | 6-1,7-5 |
| ITF Dominican Republic F1 | 2016/12/01 16:00 | Santanna, B. v Rowland Phillips | 6-2,6-2 |