| Davis Cup | 2018/06/02 16:35 | Osmel Rivera Granja v Rowland Phillips | 6-4,3-6,7-5 |
| Davis Cup | 2019/06/19 18:00 | Rowland Phillips v Tariq Simons | 6-2,6-2 |
| Davis Cup | 2019/06/18 17:50 | Rowland Phillips v Akiel Duke | 6-1,6-1 |
| Davis Cup | 2019/06/17 17:10 | Rowland Phillips v Jose Gilbert Gomez | 6-3,6-2 |
| ITF M15 - Cancun | 2019/06/10 18:00 | Rowland Phillips v Dan Martin | 6-4,4-6,4-10 |
| ITF M15 - Cancun | 2019/06/10 13:30 | Rowland Phillips v Lance A L Castelan | 6-3,6-3 |
| ITF M15 - Cancun | 2019/06/06 16:00 | Rowland Phillips v Nick Hardt | 6-3,4-6,2-6 |
| ITF M15 - Cancun | 2019/06/05 16:45 | Arklon H D Pino v Rowland Phillips | 4-6,1-6 |
| ITF M15 - Cancun | 2019/06/03 18:00 | Nicholas Reyes v Rowland Phillips | 6-7,1-6 |
| Davis Cup | 2019/06/19 17:00 | Osmel Rivera Granja v Jorge Daniel Chevez | 7-6,6-3 |
| Davis Cup | 2019/06/18 16:15 | Keny Turcios v Osmel Rivera Granja | 6-2,3-6,6-2 |
| Davis Cup | 2019/06/17 16:10 | Osmel Rivera Granja v Akiel Duke | 6-2,7-6 |
| ITF - Dominikanska Republiken F3 | 2018/12/10 13:00 | Simon Freund v Osmel Rivera Granja | 6-1,6-3 |
| ITF - Dominikanska Republiken F3 | 2018/12/09 14:30 | Michel-Alexandre Fortin v Osmel Rivera Granja | 1-6,4-6 |
| ITF - Dominikanska Republiken F3 | 2018/12/08 15:00 | Tomas Krcma v Osmel Rivera Granja | 1-6,0-6 |
| ITF Dominican Republic F2 | 2018/12/03 13:00 | Juan Sebastian Gomez v Osmel Rivera Granja | 6-1,6-2 |
| ITF Dominican Republic F2 | 2018/12/02 14:00 | Sam Lapides v Osmel Rivera Granja | 2-6,3-6 |