In 1990, Carl Brown was signed as head coach and led Jamaica into qualifying for the 1990 Caribbean Cup, finishing tied for third place after the final round was abandoned due to Tropical Storm Arthur. In 1991, Jamaica defeated Trinidad and Tobago 2–0 to win the Caribbean Cup and qualify for the CONCACAF Gold Cup. In the Gold Cup, Jamaica finished last with zero points in a group consisting of Honduras, Mexico, and Canada.