the conclusion of each league season. The Player of the Year award is given to the most outstanding player of the previous season. To date five players to win the award have also guided their respective clubs to a league championship in the same season. In addition, the league also awards the best position players including the best goalkeeper, defender, midfielder, and forward of the year. The league also names the Manager of the Year award given to the top manager of each Pro League season. The title has been awarded to four foreign managers, which comprises two English (Ricky Hill, San Juan Jabloteh, and Terry Fenwick, San Juan Jabloteh), a Guyanese (James McLean, North East Stars), and a Saint Lucian (Stuart Charles-Fevrier, W Connection). On five occasions the award was given to the manager that led his club to a league championship. Most recently, Derek King became the third Trinidad and Tobago manager to claim the award with Joe Public. King became the youngest manager to win the award at 29 years, 198 days. Beginning in the 2012–13 season, the Pro League re-instituted the Manager and Player of the Month awards given to recognise the best adjudged Pro League manager and player during each month of the league season. The recipient is selected based on points accumulated from coaches, match commissioners, and the media. International performance TT Pro League clubs have competed in international competitions organised through CONCACAF since 1999, when Joe Public qualified for the Champions' Cup. However, the Eastern Lions qualified for the competition as a member of the Semi-Professional League the previous season. After its inaugural season, the first Pro League representatives (Defence Force and W Connection) qualified based on final league position for the 2000 CFU Club Championship. Additionally, Joe Public entered the competition as the competition holders, eventually repeating as winners to qualify for the 2000 CONCACAF Champions' Cup. Although Pro League clubs have never won the CONCACAF Champions' Cup (later renamed the Champions League), clubs have experienced success in its qualification tournament for Caribbean clubs. In fact, Pro League clubs have won the CFU Club Championship on nine occasions with an additional nine runners-up finishes — the most among any Caribbean football league. The Savonetta Boys of W Connection have enjoyed the most success having been finalists on nine occasions including three wins, which represents the most among Caribbean clubs. Based on results