Ground: Hardcourt outdoor
| ITF - M25 Santo Domingo | 2021/06/08 19:45 | Juan A H Serrano v Rowland Phillips | 6-1,3-6,10-8 |
| ITF - M25 Santo Domingo | 2021/06/06 15:00 | Patricio Alvarado v Rowland Phillips | 2-6,5-7 |
| ITF - M25 Santo Domingo | 2021/06/01 12:55 | Alafia Ayeni v Rowland Phillips | 6-2,6-7,11-9 |
| ITF - M25 Santo Domingo | 2021/05/31 13:00 | Aydan Gomez Osorio v Rowland Phillips | 7-6,1-6,3-10 |
| ITF - M25 Santo Domingo | 2021/05/30 13:00 | Liova Ajavon v Rowland Phillips | 4-6,3-6 |
| ITF - M25 Pensacola | 2021/05/19 14:30 | Rowland Phillips v Nicolas Jarry | 0-6,0-6 |
| ITF - M25 Naples | 2021/02/25 17:20 | Corentin Denolly v Rowland Phillips | 7-5,6-2 |
| ITF - M25 Naples | 2021/02/24 15:00 | Rowland Phillips v Clement Tabur | 6-3,6-4 |
| Davis Cup | 2019/06/21 15:00 | Sebastian Quiros v Russell Armstrong | 6-1,6-1 |
| Davis Cup | 2019/06/20 15:00 | Philip Wilbert Major v Russell Armstrong | 6-0,6-2 |
| Davis Cup | 2019/06/19 15:00 | Shakir Elvin v Russell Armstrong | 6-2,6-1 |