| Davis Cup | 06/12 16:55 | 2 | Rowland Phillips v David Thomas | 6-0,6-1 | |
| ITF USA F16 | 04/30 13:00 | 60 | Sebastian Arcila v Rowland Phillips | 3-6,6-3,6-4 | |
| ITF USA F15 | 04/23 17:00 | 60 | Trent Bryde v Rowland Phillips | 3-6,7-5,6-2 | |
| ITF USA F15 | 04/22 15:00 | 60 | Zandrix Acob v Rowland Phillips | 6-7,3-6 | |
| ITF USA F15 | 04/21 15:30 | 60 | Cesar A Gomez Diaz v Rowland Phillips | 3-6,0-6 | |
| ITF USA F8 | 02/18 00:00 | 60 | Rowland Phillips v Mubarak Shannan Zayid | 1-6,4-6 | |
| ITF USA F7 | 02/11 16:30 | 60 | Hunter Callahan v Rowland Phillips | 6-3,6-2 | |
| ITF USA F6 | 02/02 15:00 | 26 | Rowland Phillips v Fabiano De Paula | 2-6,2-6 | |
| ITF USA F6 | 02/01 15:00 | 25 | Rowland Phillips v Mau Resendiz | 6-3,6-2 | |
| ITF USA F6 | 01/30 15:00 | 60 | Maciej Rajski v Rowland Phillips | 4-6,6-4,6-1 | |
| ITF USA F6 | 01/29 17:00 | 60 | Fletcher Scott v Rowland Phillips | 7-6,6-7,2-6 | |
| ITF USA F6 | 01/28 15:30 | 60 | Joel Vincent Link v Rowland Phillips | 3-6,6-4,3-6 | |
| ITF USA F5 | 01/21 19:00 | 60 | Rowland Phillips v Hunter Callahan | 4-6,2-6 | |
| ITF USA F3 | 01/08 17:30 | 60 | Hunter Callahan v Rowland Phillips | 6-3,6-0 | |
| ITF Dominican Rep F3 | 12/10 17:30 | 62 | Rowland Phillips v Eduardo N Irizarry | 6-7,1-6 | |
| ITF Dominican Republic F2 | 12/04 14:00 | 62 | Igor Sao Thiago v Rowland Phillips | 3-6,6-1,6-3 | |
| ITF Dominican Republic F2 | 12/03 14:00 | 62 | Rowland Phillips v Abhishek Bastola | Retired | |
| ITF Dominican Republic F1 | 12/01 16:00 | 26 | Bruno Sant'anna v Rowland Phillips | 6-2,6-2 | |
| ITF Dominican Republic F1 | 11/29 19:50 | - | Julio A F Persia v Rowland Phillips | 4-6,0-6 | |
| ITF Dominican Republic F1 | 11/27 16:00 | 62 | Rowland Phillips v Andrew Ely | 7-5,6-4 | |
| ITF USA F30 | 09/23 18:00 | 60 | Rowland Phillips v Andrew Korinek | 4-6,6-3,6-4 | |
| ITF USA F29 | 09/19 18:30 | 60 | Austin Rapp v Rowland Phillips | 4-6,6-3,6-4 | |
| ITF USA F29 | 09/18 18:00 | 60 | Rowland Phillips v Jarryd Woog | 7-5,5-7,6-4 | |
| ITF USA F28 | 09/10 19:00 | 60 | Rowland Phillips v Alexander Cozbinov | 3-6,7-6,5-7 | |
| Davis Cup | 07/16 16:20 | - | Baker Newman v Rowland Phillips | 6-1,4-6,7-5 | |
| Davis Cup | 07/14 15:10 | 2 | Hugo Dellien v Rowland Phillips | 6-3,6-2 | |
| ITF USA F18 | 06/12 13:00 | 62 | Rhyne Williams v Rowland Phillips | 6-3,7-5 | |
| ITF USA F18 | 06/11 13:00 | 62 | Rowland Phillips v Tyler Mercier | 6-2,6-4 | |
| ITF USA F17 | 06/08 13:00 | 25 | Rowland Phillips v Tennys Sandgren | 6-7,4-6 | |
| ITF USA F17 Qual | 06/06 15:15 | 62 | David Volfson v Rowland Phillips | 4-6,6-7 |