Stadium: Court 1 Round: 44 Ground: Clay
| ITF - M25 Naples | 2019/10/27 14:00 | Murphy Cassone v Rowland Phillips | 2-6,5-7 |
| ITF - M15 Cancun | 2019/08/20 14:00 | Rowland Phillips v Shintaro Mochizuki | 6-4,4-6,6-7 |
| ITF - M15 Cancun | 2019/08/13 16:20 | Rowland Phillips v Ricardo Rodriguez-Pace | 6-4,4-6,2-6 |
| ITF - M25 Lima | 2019/07/18 19:35 | Rafael Matos v Rowland Phillips | 6-3,6-2 |
| ITF - M25 Lima | 2019/07/17 19:30 | Rowland Phillips v Gaston Erhardt | 3-6,7-6,7-5 |
| ITF - M15 Lima | 2019/07/09 16:30 | Jorge Panta v Rowland Phillips | 6-4,6-3 |
| Davis Cup | 2019/06/21 17:05 | Jaime Bendeck v Rowland Phillips | 4-6,1-6 |
| Davis Cup | 2019/06/20 16:25 | Rowland Phillips v Osmel Rivera Granja | 6-2,5-7,6-4 |