TT Pro League Golden Boot

The TT Pro League Golden Boot is an annual Trinidad and Tobago football award given at the beginning of each TT Pro League calendar year to the top goalscorer for the previous season. The Golden Boot has been awarded since the establishment of the Pro League in 1999. The top-scoring Pro League Golden Boot winner is Arnold Dwarika with 45 goals in 28 games during the league's inaugural season. Devorn Jorsling has won the award the most times (4) having scored the most league goals during the 2008,2010–11,2012–13, and 2014–15 seasons, all when playing for the Teteron Boys of Defence Force. Jorsling remains the only player to have won the Golden Boot on more than one occasion with his most successful campaigns in 2008, 2012–13, and 2014–15 after leading the league with 21 goals each season.

There have been 15 players from eight different clubs that have won the Golden Boot. The award has gone to a single player each season, with the exception of two seasons. The first occurrence came in 2005, after W Connection's Gefferson and Earl Jean shared the award with 14 goals each. After scoring 16 goals apiece, Roen Nelson of Joe Public shared the award with San Juan Jabloteh's Anthony Wolfe the following season. The Golden Boot winner has played for Defence Force during their award-winning season six times, which is the most of any club in the TT Pro League. Joe Public and San Juan Jabloteh are second with three players each claiming the Golden Boot.

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