Round: 60 Ground: Clay
| ITF USA F5 | 2016/01/26 16:30 | Hunter Callahan v Rowland Phillips | 4-6,6-4,6-1 |
| ITF USA F3 | 2017/01/06 14:00 | Hunter Callahan v Nicolas Uryson | 6-4,6-4 |
| ITF Dominican Rep F3 | 2016/12/14 16:25 | Hunter Callahan v Bruno Santanna | 2-6,5-7 |
| 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 |
| ITF Dominican Rep F3 | 2016/12/10 17:30 | Rowland Phillips v Eduardo N Irizarry | 6-7,1-6 |
| ITF Dominican Republic F2 | 2016/12/04 14:00 | Igor Sao Thiago v Rowland Phillips | 3-6,6-1,6-3 |
| ITF Dominican Republic F1 | 2016/12/01 16:00 | Bruno Santanna v Rowland Phillips | 6-2,6-2 |
| ITF Dominican Republic F1 | 2016/11/29 19:50 | Julio A F Persia v Rowland Phillips | 4-6,0-6 |
| ITF Dominican Republic F1 | 2016/11/27 16:00 | Rowland Phillips v Andrew Ely | 7-5,6-4 |
| ITF USA F30 | 2016/09/23 18:00 | Rowland Phillips v Andrew Korinek | 4-6,6-3,6-4 |
| ITF USA F29 | 2016/09/19 18:30 | Austin Rapp v Rowland Phillips | 4-6,6-3,6-4 |
| ITF USA F29 | 2016/09/18 18:00 | Rowland Phillips v Jarryd Woog | 7-5,5-7,6-4 |