| 2025-02-01 | Davis Cup WG2 PO: JAM vs NZL | Hard | RR | 919 |  Jack Loutit | - |  Rowland Phillips | 3-6 6-3 6-3 | H2H | 3 | - | - | - | - | - | - | - |
| 2025-02-01 | Davis Cup WG2 PO: JAM vs NZL | Hard | RR | - | Rowland Phillips | 494 | Kiranpal Pannu | 6-3 3-6 6-3 | H2H | 3 | - | - | - | - | - | - | - |
| 2024-02-03 | Davis Cup WG2 PO: JAM vs BAR | Hard | RR | 547 |  Darian King | - | Rowland Phillips | 6-3 3-6 7-5 | H2H | 3 | 172 | 1 | 5 | 61.0% | 59.4% | 34.1% | 12/20 |
| 2024-02-03 | Davis Cup WG2 PO: JAM vs BAR | Hard | RR | - | Kaipo Marshall | - | Rowland Phillips | 6-4 1-6 6-2 | H2H | 3 | 128 | 1 | 14 | 61.9% | 67.3% | 34.4% | 5/9 |
| 2023-02-04 | Davis Cup WG2 PO: EST vs JAM | - | RR | 1387 | Rowland Phillips | 663 |  Kristjan Tamm | 6-1 6-1 | H2H | 3 | - | - | - | - | - | - | - |
| 2023-09-15 | Davis Cup WG2 R1: LBN vs JAM | Clay | RR | 209 |  Benjamin Hassan | 1778 | Rowland Phillips | 7-5 6-3 | H2H | 3 | - | - | - | - | - | - | - |
| 2022-03-04 | Davis Cup WG2 PO: GRE vs JAM | Clay | RR | 808 |  Petros Tsitsipas | 1390 | Rowland Phillips | 4-6 6-4 6-4 | H2H | 3 | 161 | 7 | 2 | 58.5% | 67.3% | 59.0% | 9/12 |
| 2022-03-04 | Davis Cup WG2 PO: GRE vs JAM | Clay | RR | 1390 | Rowland Phillips | 402 | Michail Pervolarakis | 6-2 4-6 6-3 | H2H | 3 | 130 | 3 | 3 | 58.3% | 73.5% | 54.3% | 3/5 |
| 2020-03-06 | Davis Cup WG2 PO: ESA vs JAM | Hard | RR | 410 |  Marcelo Arevalo | 1566 | Rowland Phillips | 6-3 6-7(4) 6-2 | H2H | 3 | - | - | - | - | - | - | - |
