| 2000-11-15 |  Trinidad and Tobagov PanamaFIFA World Cup qualification | 1–0 | FIFA World Cup qualification |
| 2000-10-08 |  MexicovTrinidad and TobagoFIFA World Cup qualification | 7–0 | FIFA World Cup qualification |
| 2000-09-03 | Trinidad and Tobagov CanadaFIFA World Cup qualification | 4–0 | FIFA World Cup qualification |
| 2000-08-16 | Trinidad and TobagovPanamaFIFA World Cup qualification | 6–0 | FIFA World Cup qualification |
| 2000-08-06 |  GuyanavTrinidad and TobagoFriendly | 0–0 | Friendly |
| 2000-07-23 | Trinidad and TobagovMexicoFIFA World Cup qualification | 1–0 | FIFA World Cup qualification |
| 2000-07-16 | CanadavTrinidad and TobagoFIFA World Cup qualification | 0–2 | FIFA World Cup qualification |
| 2000-07-08 | Trinidad and Tobagov JamaicaFriendly | 2–4 | Friendly |
| 2000-07-04 | Trinidad and Tobagov CubaFriendly | 4–1 | Friendly |
| 2000-07-02 |  Saint Vincent and the GrenadinesvTrinidad and TobagoFriendly | 2–1 | Friendly |
| 2000-06-29 |  BarbadosvTrinidad and TobagoFriendly | 0–0 | Friendly |
| 2000-05-27 | CanadavTrinidad and TobagoFriendly | 1–0 | Friendly |
| 2000-05-19 |  HaitivTrinidad and TobagoFIFA World Cup qualification | 1–1 | FIFA World Cup qualification |
| 2000-05-07 | Trinidad and TobagovHaitiFIFA World Cup qualification | 3–1 | FIFA World Cup qualification |
| 2000-04-16 |  Dominican RepublicvTrinidad and TobagoFIFA World Cup qualification | 0–1 | FIFA World Cup qualification |
| 2000-04-02 | Trinidad and TobagovDominican RepublicFIFA World Cup qualification | 3–0 | FIFA World Cup qualification |
| 2000-03-18 |  Curaçaoplayed as Netherlands AntillesvTrinidad and TobagoFIFA World Cup qualification | 1–1 | FIFA World Cup qualification |
| 2000-03-04 | Trinidad and TobagovCuraçaoplayed as Netherlands AntillesFIFA World Cup qualification | 5–0 | FIFA World Cup qualification |
| 2000-02-24 | Trinidad and TobagovCanadaGold Cup | 0–1 | Gold Cup |
| 2000-02-20 |  Costa RicavTrinidad and TobagoGold Cup | 1–2 | Gold Cup |
| 2000-02-15 | Trinidad and Tobagov GuatemalaGold Cup | 4–2 | Gold Cup |
| 2000-02-13 | MexicovTrinidad and TobagoGold Cup | 4–0 | Gold Cup |
| 2000-01-26 | Costa RicavTrinidad and TobagoFriendly | 2–1 | Friendly |
| 2000-01-18 |  MoroccovTrinidad and TobagoFriendly | 1–0 | Friendly |
| 2000-01-08 | Trinidad and TobagovCanadaFriendly | 0–0 | Friendly |