Round: 25 Ground: Clay
| 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 |
| ITF USA F28 | 2016/09/10 19:00 | Rowland Phillips v Alexander Cozbinov | 3-6,7-6,5-7 |