Carlos Avedissian took charge of the team in 2015 forming a roster mainly of players from the Puerto Rico local leagues. On 22 May 2016, Puerto Rico played a friendly match against the United States for the first time ever ending in a 3–1 loss. For discrepancies with the Federation, Avedissian was substituted by Jack Stefanowski for the second round on an interim basis. With this team mainly of local players, Puerto Rico advanced for the first time to the third round of the 2017 Caribbean Cup qualification when they defeated Grenada and Antigua and Barbuda in the second round, only two games away from reaching the CONCACAF Gold Cup for the first time. Stefanowski had to leave the technical director position because he was an assistant for Puerto Rico FC.