| 2000-11-15 |  El Salvadorv JamaicaFIFA World Cup qualification | 2–0 | FIFA World Cup qualification |
| 2000-10-08 |  HondurasvJamaicaFIFA World Cup qualification | 1–0 | FIFA World Cup qualification |
| 2000-09-03 | Jamaicav Saint Vincent and the GrenadinesFIFA World Cup qualification | 2–0 | FIFA World Cup qualification |
| 2000-08-27 |  Cayman IslandsvJamaicaFriendly | 0–6 | Friendly |
| 2000-08-16 | JamaicavEl SalvadorFIFA World Cup qualification | 1–0 | FIFA World Cup qualification |
| 2000-07-23 | JamaicavHondurasFIFA World Cup qualification | 3–1 | FIFA World Cup qualification |
| 2000-07-16 | Saint Vincent and the GrenadinesvJamaicaFIFA World Cup qualification | 0–1 | FIFA World Cup qualification |
| 2000-07-08 |  Trinidad and TobagovJamaicaFriendly | 2–4 | Friendly |
| 2000-07-05 | Jamaicav BarbadosFriendly | 5–0 | Friendly |
| 2000-07-02 | Jamaicav CubaFriendly | 1–1 | Friendly |
| 2000-06-06 | Jamaicav JapanKing Hassan II Tournament | 0–4 | King Hassan II Tournament |
| 2000-06-04 |  MoroccovJamaicaKing Hassan II Tournament | 1–0 | King Hassan II Tournament |
| 2000-05-27 | Jamaicav ColombiaFriendly | 0–3 | Friendly |
| 2000-05-14 | Jamaicav PanamaFriendly | 0–1 | Friendly |
| 2000-02-14 | JamaicavHondurasGold Cup | 0–2 | Gold Cup |
| 2000-02-12 | ColombiavJamaicaGold Cup | 1–0 | Gold Cup |
| 2000-02-09 | Cayman IslandsvJamaicaFriendly | 0–1 | Friendly |
| 2000-02-06 | Cayman IslandsvJamaicaFriendly | 0–0 | Friendly |
| 2000-01-16 | Jamaicav New ZealandFriendly | 2–1 | Friendly |