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Trinidad & Tobago
| 18.03.2026 | D1 | Prison Service FC | 2-1 | San Juan Jabloteh | |
| 08.12.2025 | D1 | Prison Service FC | 2-2 | San Juan Jabloteh | |
| 18.04.2025 | D1 | San Juan Jabloteh | 2-2 | Prison Service FC | |
| 04.01.2025 | D1 | San Juan Jabloteh | 2-2 | Prison Service FC | |
| 21.06.2023 | D1 | Prison Service FC | 2-4 | San Juan Jabloteh | |
| 12.03.2023 | D1 | Prison Service FC | 0-0 | San Juan Jabloteh |
| GP | W | D | L | GF | GA | +/- | |
| home | 6 | 5 | 0 | 1 | 15 | 7 | 8 |
| away | 6 | 3 | 1 | 2 | 10 | 9 | 1 |
| total | 6 | 6 | 0 | 0 | 16 | 5 | 11 |
| Prison Service win | 16.66% | 1 |
| draw | 66.67% | 4 |
| Prison Service lose | 16.67% | 1 |
| GP | W | D | L | GF | GA | +/- | |
| home | 6 | 3 | 1 | 2 | 12 | 10 | 2 |
| away | 6 | 4 | 0 | 2 | 16 | 8 | 8 |
| total | 6 | 4 | 1 | 1 | 18 | 6 | 12 |
| SJ Jabloteh win | 16.66% | 1 |
| draw | 66.67% | 4 |
| SJ Jabloteh lose | 16.67% | 1 |
| 27.03.2026 | D1 | Prison Service FC | 1-0 | Caledonia AIA FC |  |
| 22.03.2026 | D1 | 1976 FC Phoenix | 2-5 | Prison Service FC | |
| 18.03.2026 | D1 | Prison Service FC | 2-1 | San Juan Jabloteh | |
| 15.03.2026 | D1 | Club Sando | 0-1 | Prison Service FC | |
| 07.03.2026 | D1 | Eagles FC (T&T) | 1-3 | Prison Service FC | |
| 28.02.2026 | D1 | Prison Service FC | 4-1 | La Horquetta Rangers | |
| 28.03.2026 | D1 | San Juan Jabloteh | 2-2 | Police FC (T&T) |  |
| 21.03.2026 | D1 | AC Port of Spain | 1-4 | San Juan Jabloteh | |
| 18.03.2026 | D1 | Prison Service FC | 2-1 | San Juan Jabloteh |  |
| 14.03.2026 | D1 | Point Fortin Civic | 1-5 | San Juan Jabloteh | |
| 06.03.2026 | D1 | San Juan Jabloteh | 5-0 | 1976 FC Phoenix | |
| 01.03.2026 | D1 | Caledonia AIA FC | 0-1 | San Juan Jabloteh | |
| over 2.5 | 59.09% | 13 |
| under 2.5 | 40.91% | 9 |
| over 2.5 | 86.36% | 19 |
| under 2.5 | 13.64% | 3 |
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