The Savonetta Boys secured the Charity Shield for the second consecutive year after defeating the Teteron Boys 4–2 at the Hasely Crawford Stadium.[3] The match witnessed a goal spree in the second forty-five minutes after the two teams combined for six goals during the second-half. Hashim Arcia opened the scoring in the 46th minute before Richard Roy leveled for Defence Force two minutes later. However, a goal each from Silvio Spann and Stefano Rijssel secured the win for W Connection.[4] After scoring in the 70th minute from a penalty kick, Arcia was awarded the Man of the Match for recording a brace.[5]
Defence Force qualified for their first Charity Shield by clinching the TT Pro League title on 6 May 2013. After suffering from their largest defeat of the season at the hands of W Connection 4–0, the Teteron Boys claimed the title following a loss from second-placed Caledonia AIA to Central FC in Couva.[8] Defence Force started their season off the pace set by Pro League newcomers Central FC with just one win from their first three matches. However, after recording four consecutive victories, the combined air and coast guard club climbed to level on points with Caledonia AIA following the first round of fixtures. Defence Force recorded an additional four consecutive wins that included an undefeated run of twelve matches to give the club a four-point lead after the second round. The club would never relinquish their lead and secured their second title in three seasons and marked their third Pro Leaguetitle overall.[9]