| ITF USA F29 | 10/26 18:00 | 60 | Karlo Kranic v Rowland Phillips | 4-6,1-6 | |
| ITF USA F21 Qual | 07/31 22:30 | 62 | Rowland Phillips v Govind Nanda | 1-6,4-6 | |
| ITF USA F21 Qual | 07/28 17:00 | 62 | Rowland Phillips v Joaquin Marquez | 6-0,6-3 | |
| ITF USA F20 Qual | 07/23 16:20 | 62 | Matic Spec v Rowland Phillips | 6-3,6-7,6-4 | |
| ITF USA F20 Qual | 07/22 15:00 | 62 | Rowland Phillips v Julian Bradley | 6-1,6-3 | |
| ITF USA F20 Qual | 07/21 15:00 | 62 | Jason Kerst v Rowland Phillips | 4-6,6-7 | |
| Davis Cup | 06/02 16:35 | 29 | Osmel Rivera Granja v Rowland Phillips | 6-4,3-6,7-5 | |
| Davis Cup | 06/01 16:05 | - | Jaime Bendeck v Rowland Phillips | 2-6,6-7 | |
| Davis Cup | 05/31 16:25 | 2 | Rowland Phillips v Baker Newman | 6-1,5-7,5-7 | |
| Davis Cup | 05/30 16:05 | - | Rowland Phillips v Jody Maginley | 5-7,2-6 | |
| Davis Cup | 05/29 17:05 | - | Rowland Phillips v Gavin Manders | 6-3,6-4 | |
| ITF Mexico F3 | 05/21 14:00 | 62 | Brian Shi v Rowland Phillips | 3-6,6-4,6-2 | |
| ITF Mexico F3 | 05/20 14:30 | 62 | Hunter Johnson v Rowland Phillips | 1-6,4-6 | |
| ITF Mexico F2 | 05/12 16:00 | 62 | Rowland Phillips v Ivar Jose Aramburu Contreras | 3-6,7-5,6-7 | |
| ITF USA F12 | 04/24 15:45 | 60 | Rowland Phillips v Jordi Arconada | 6-3,3-6,6-7 | |
| ITF USA F12 | 04/22 17:00 | 60 | Rowland Phillips v Boris Kozlov | 6-3,6-2 | |
| ITF USA F12 | 04/21 13:00 | 60 | Edward Bourchier v Rowland Phillips | 5-7,4-6 | |
| ITF USA F11 | 04/18 18:20 | 25 | Noah Rubin v Rowland Phillips | 6-0,6-3 | |
| ITF USA F11 | 04/16 14:00 | 60 | Lukas Greif v Rowland Phillips | 5-7,6-7 | |
| ITF USA F11 | 04/15 12:00 | 60 | Rowland Phillips v Henry Patrick Cacciatore | 6-2,7-6 | |
| ITF USA F11 | 04/14 13:00 | 60 | Rowland Phillips v Tommaso Carnevale-Miino | 6-3,6-2 | |
| ITF Canada F1 Qual | 02/25 15:00 | 44 | Rowland Phillips v Vlad Andrei Dancu | 6-7,5-7 | |
| ITF Canada F1 Qual | 02/24 15:00 | 44 | Gabriel Sanchez v Rowland Phillips | 3-6,1-6 | |
| ITF USA F6 | 01/29 16:00 | 60 | Strong Kirchheimer v Rowland Phillips | 6-1,6-2 | |
| ITF USA F6 | 01/28 13:30 | 60 | Malik Bhatnagar v Rowland Phillips | 6-2,2-6,3-6 | |
| ITF USA F6 | 01/27 14:00 | 60 | Yeudy Villar v Rowland Phillips | 3-6,1-6 | |
| ITF USA F5 | 01/21 15:00 | 46 | Vlad Andrei Dancu v Rowland Phillips | 6-4,6-1 | |
| ITF USA F5 | 01/20 15:00 | 45 | Carson Haskins v Rowland Phillips | 2-6,0-6 | |
| ITF USA F5 | 01/19 13:00 | 44 | Gabriel Ciro Da Silva v Rowland Phillips | 2-6,5-7 | |
| ITF USA F4 | 01/14 20:00 | 60 | Rowland Phillips v Justin Butsch | 6-7,4-6 |