Kammala wannan jumla: Watan da ya biyo baya, Jamaica ta yi gasa a wasan karshe na gasar Caribbean ta 1998, wanda ya kasance mai cancanta ga gasar zakarun Turai.
Kofin Zinare na CONCACAF na 2000. Bayan kammala na farko a rukunin ta, Jamaica ta lashe wasan karshe 2<unk>1 da Trinidad da Tobago, tare da kwallaye daga Oneil McDonald da Dean Sewell. A cikin 1999, Jamaica ta sami babbar rashin nasara a cikin rashin nasara 9<unk>0 a kan Costa Rica. Bayan kammala na biyu a rukuninsu, Cuba ta fitar da Jamaica a wasan kusa da na karshe na gasar cin kofin Caribbean ta 1999. A gasar cin kofin zinare, Jamaica ta gama karshe a rukunin ta, inda ta yi rashin nasara a kan Colombia da Honduras da 2 <unk> 0 da 1 <unk> 0, bi da bi.