Pedzisa mutsara unotevera: Mwedzi wakatevera, Jamaica yakakwikwidza mumakwikwi ekupedzisira eCaribbean Cup ya1998, yaive yekukodzera ye
2000 CONCACAF Goridhe Mukombe. Mushure mekupedza vari vekutanga muboka ravo, Jamaica yakahwina mutambo wekupedzisira 2<unk>1 vachipesana neTrinidad neTobago, nezvibodzwa zvaOneil McDonald naDean Sewell. Muna 1999, Jamaica yakatambura kukundwa kwayo kukuru mukurasikirwa neCosta Rica ne 9 <unk> 0. Pashure pokupedza vari vechipiri muboka ravo, Jamaica yakabviswa neCuba mumasemifainari eCaribbean Cup ya1999. MuGold Cup, Jamaica yakapedza iri pakupedzisira muboka rayo, ichirasikirwa neColombia neHonduras 2<unk>0 uye 1<unk>0, zvichiteerana.