TT Pro League awards

The TT Pro League awards is an annual awards ceremony commemorating football-related people, given at the conclusion of each TT Pro League season since its inauguration in 1999. The ceremony is held prior to the opening match of the following Pro League season. In addition to the annual Golden Boot recipient, the awards ceremony honours the Player, Manager, Referee, Assistant Referee, and Match Commissioner of the previous season. Beginning in 2005, the Pro League has also recognised the best position players of each season. The individual recipients are awarded Best Goalkeeper, Defender, Midfielder, and Forward. There are only two team award recipients each year: Best Team and Most Disciplined Team of the Year.{{Cite web |last=Rédaction |first=La |date=2024-05-10 |title=Pro League Awards 2023: le palmarès complet |url=https://www.dhnet.be/sports/football/division-1a/2023/06/06/pro-league-awards-2023-le-palmares-complet-jupiler-pro-league-player-of-the-season-FO6VLCNAABHPXPMWT7USU7YEDY/ |access-date=2024-05-10 |website=DHnet |language=fr}}{{Cite web |title=Pro League Awards openen op 27 mei Silt in Middelkerke en jij kan erbij zijn! |url=https://www.proleague.be/nieuws/pro-league-awards-openen-op-27-mei-silt-in-middelkerke-en-jij-kan-erbij-zijn |access-date=2024-05-10 |website=www.proleague.be |language=nl}}

Award winners

class="collapsible wikitable collapsed" width=50%; style="font-size:90%;"
colspan="4"\|1999 awards
width=20%\|Award ! width=30%\|Winner
Player of the Year \|{{flagicon\|TRI}} {{sortname\|Arnold\|Dwarika}} (Joe Public)
Manager of the Year \|Unknown
Golden Boot \|{{flagicon\|TRI}} {{sortname\|Arnold\|Dwarika}} (Joe Public)
Team of the Year \|Joe Public{{cite news \|title = Heavys clash on day one \|url = http://mpurcell.tripod.com/pflaprilnews.htm \|publisher = Shaun Fuentes (T&T Guardian) \|date = 2000-04-05 \|accessdate = 2013-01-21}}
Most Disciplined Team of the Year \|W Connection
Referee of the Year \|Ramesh Ramdhan
Assistant Referee of the Year \|Haseeb Mohammed
Match Commissioner of the Year \|Unknown

class="collapsible wikitable collapsed" width=50%; style="font-size:90%;"

colspan="4"|1999 awards

width=20%|Award

! width=30%|Winner

Player of the Year

|{{flagicon|TRI}} {{sortname|Arnold|Dwarika}} (Joe Public)

Manager of the Year

|Unknown

Golden Boot

|{{flagicon|TRI}} {{sortname|Arnold|Dwarika}} (Joe Public)

Team of the Year

|Joe Public{{cite news |title = Heavys clash on day one

|url = http://mpurcell.tripod.com/pflaprilnews.htm

|publisher = Shaun Fuentes (T&T Guardian)

|date = 2000-04-05

|accessdate = 2013-01-21}}

Most Disciplined Team of the Year

|W Connection

Referee of the Year

|Ramesh Ramdhan

Assistant Referee of the Year

|Haseeb Mohammed

Match Commissioner of the Year

|Unknown

class="collapsible wikitable collapsed" width=50%; style="font-size:90%;"
colspan="4"\|2000 awards
width=20%\|Award ! width=30%\|Winner
Player of the Year \|{{flagicon\|TRI}} {{sortname\|Reynold\|Carrington}} (W Connection)
Manager of the Year \|{{flagicon\|LCA}} {{sortname\|Stuart\|Charles-Fevrier}} (W Connection)
Golden Boot \|{{flagicon\|TRI}} {{sortname\|Jason\|Scotland}} (Defence Force)
Team of the Year \|W Connection
Most Disciplined Team of the Year \|W Connection
Referee of the Year \|Noel Bynoe
Assistant Referee of the Year \|Michael Ragoonath
Match Commissioner of the Year \|Norris Ferguson

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colspan="4"|2000 awards

width=20%|Award

! width=30%|Winner

Player of the Year

|{{flagicon|TRI}} {{sortname|Reynold|Carrington}} (W Connection)

Manager of the Year

|{{flagicon|LCA}} {{sortname|Stuart|Charles-Fevrier}} (W Connection)

Golden Boot

|{{flagicon|TRI}} {{sortname|Jason|Scotland}} (Defence Force)

Team of the Year

|W Connection

Most Disciplined Team of the Year

|W Connection

Referee of the Year

|Noel Bynoe

Assistant Referee of the Year

|Michael Ragoonath

Match Commissioner of the Year

|Norris Ferguson

class="collapsible wikitable collapsed" width=50%; style="font-size:90%;"
colspan="4"\|2001 awards
width=20%\|Award ! width=30%\|Winner
Player of the Year \|Unknown
Manager of the Year	{{flagicon\|LCA}} {{sortname\|Stuart\|Charles-Fevrier}} (W Connection)
Golden Boot \|Unknown
Team of the Year \|Unknown
Most Disciplined Team of the Year \|Unknown
Referee of the Year \|Unknown
Assistant Referee of the Year \|Unknown
Match Commissioner of the Year \|Unknown

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colspan="4"|2001 awards

width=20%|Award

! width=30%|Winner

Player of the Year

|Unknown

Manager of the Year

{{flagicon|LCA}} {{sortname|Stuart|Charles-Fevrier}} (W Connection)

Golden Boot

|Unknown

Team of the Year

|Unknown

Most Disciplined Team of the Year

|Unknown

Referee of the Year

|Unknown

Assistant Referee of the Year

|Unknown

Match Commissioner of the Year

|Unknown

class="collapsible wikitable collapsed" width=50%; style="font-size:90%;"
colspan="4"\|2002 awards
width=20%\|Award ! width=30%\|Winner
Player of the Year \|{{flagicon\|TRI}} {{sortname\|Andre\|Toussaint}} (Joe Public){{cite news \|title = Andre Toussaint is Pro League MVP 2002 \|url = http://disc.yourwebapps.com/discussion.cgi?disc=190756;article=116;title=TnT%20Team%20News%20! \|publisher = Gregory Trujillo (T&T Team News) \|date = 2003-02-07 \|accessdate = 2009-08-05}}
Manager of the Year \|{{flagicon\|LCA}} {{sortname\|Stuart\|Charles-Fevrier}} (W Connection){{cite news \|title = Lewis endorses St Lucian coach Stuart Charles Fevier \|url = http://www.socawarriors.net/archives/1819-lewis-endorses-st-lucian-coach-stuart-charles-fevier.html \|publisher = Ian Prescott (T&T Express) \|date = 2002-07-15 \|accessdate = 2013-02-17}}
Golden Boot \|{{flagicon\|TRI}} {{sortname\|Sean\|Julien}} (South Starworld Strikers)
Team of the Year \|W Connection
Most Disciplined Team of the Year \|South Starworld Strikers
Referee of the Year \|Unknown
Assistant Referee of the Year \|Unknown
Match Commissioner of the Year \|Unknown

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colspan="4"|2002 awards

width=20%|Award

! width=30%|Winner

Player of the Year

|{{flagicon|TRI}} {{sortname|Andre|Toussaint}} (Joe Public){{cite news |title = Andre Toussaint is Pro League MVP 2002

|url = http://disc.yourwebapps.com/discussion.cgi?disc=190756;article=116;title=TnT%20Team%20News%20!

|publisher = Gregory Trujillo (T&T Team News)

|date = 2003-02-07

|accessdate = 2009-08-05}}

Manager of the Year

|{{flagicon|LCA}} {{sortname|Stuart|Charles-Fevrier}} (W Connection){{cite news |title = Lewis endorses St Lucian coach Stuart Charles Fevier

|url = http://www.socawarriors.net/archives/1819-lewis-endorses-st-lucian-coach-stuart-charles-fevier.html

|publisher = Ian Prescott (T&T Express)

|date = 2002-07-15

|accessdate = 2013-02-17}}

Golden Boot

|{{flagicon|TRI}} {{sortname|Sean|Julien}} (South Starworld Strikers)

Team of the Year

|W Connection

Most Disciplined Team of the Year

|South Starworld Strikers

Referee of the Year

|Unknown

Assistant Referee of the Year

|Unknown

Match Commissioner of the Year

|Unknown

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colspan="4"\|2003–04 awards
width=20%\|Award ! width=30%\|Winner
Player of the Year \|{{flagicon\|GUY}} {{sortname\|Charles\|Pollard\|Charles Pollard (footballer)}} (North East Stars){{cite news \|title = Charles Pollard, Guyana Football Federation \|url = http://guyanaff.com/index.php?option=com_content&task=view&id=19&Itemid=49 \|publisher = Guyana Football Federation \|date = 2003-11-20 \|accessdate = 2009-11-20}}
Manager of the Year \|{{flagicon\|ENG}} {{sortname\|Ricky\|Hill}} (San Juan Jabloteh){{cite news \|title = Where Are They Now? Ricky Hill \|url = http://www.lutonfc.com/wherearetheynow-hill.asp \|publisher = James Garley (lutonfc.com) \|date = 2009-11-19 \|accessdate = 2009-11-19}}
Golden Boot \|{{flagicon\|GUY}} {{sortname\|Randolph\|Jerome}} (North East Stars)
Team of the Year \|North East Stars
Most Disciplined Team of the Year \|Unknown
Referee of the Year \|Unknown
Assistant Referee of the Year \|Unknown
Match Commissioner of the Year \|Unknown

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colspan="4"|2003–04 awards

width=20%|Award

! width=30%|Winner

Player of the Year

|{{flagicon|GUY}} {{sortname|Charles|Pollard|Charles Pollard (footballer)}} (North East Stars){{cite news |title = Charles Pollard, Guyana Football Federation

|url = http://guyanaff.com/index.php?option=com_content&task=view&id=19&Itemid=49

|publisher = Guyana Football Federation

|date = 2003-11-20

|accessdate = 2009-11-20}}

Manager of the Year

|{{flagicon|ENG}} {{sortname|Ricky|Hill}} (San Juan Jabloteh){{cite news |title = Where Are They Now? Ricky Hill

|url = http://www.lutonfc.com/wherearetheynow-hill.asp

|publisher = James Garley (lutonfc.com)

|date = 2009-11-19

|accessdate = 2009-11-19}}

Golden Boot

|{{flagicon|GUY}} {{sortname|Randolph|Jerome}} (North East Stars)

Team of the Year

|North East Stars

Most Disciplined Team of the Year

|Unknown

Referee of the Year

|Unknown

Assistant Referee of the Year

|Unknown

Match Commissioner of the Year

|Unknown

class="collapsible wikitable collapsed" width=50%; style="font-size:90%;"
colspan="4"\|2004 awards
width=20%\|Award ! width=30%\|Winner
Player of the Year \|{{flagicon\|TRI}} {{sortname\|Jerren\|Nixon}} (North East Stars){{cite news \|title = Jerren Nixon - Academy Director and Coach \|url = http://nixonsoccer.com/Team.htm \|publisher = Jerren Nixon Soccer Academy \|date = 2010-03-28 \|accessdate = 2010-03-28}}
Manager of the Year \|{{flagicon\|GUY}} {{sortname\|James\|McLean\|James McLean (Guyanese footballer)}} (North East Stars){{cite news \|title = James McLean back with North East Stars \|url = http://www.socawarriors.net/league/league-news/tt-pro-league/3287-james-mc-lean-back-with-north-east-stars.html \|publisher = Randy Bando (TTProLeague.com) \|date = 2006-04-07 \|accessdate = 2009-08-03}}
Golden Boot \|{{flagicon\|TRI}} {{sortname\|Jerren\|Nixon}} (North East Stars)
Team of the Year \|W Connection{{cite news \|title = W Connection Club Achievements \|url = http://www.socawarriorfusion.com/wcachievements.html \|publisher = Soca Warrior Fusion \|date = 2009-05-09 \|accessdate = 2010-05-12}}
Most Disciplined Team of the Year \|Tobago United{{cite news \|title = Tobago Utd, most disciplined Pro Team \|url = http://www.socawarriors.net/league/league-news/tt-pro-league/1081-tobago-utd-most-disciplined-pro-team.html \|publisher = Tobago News \|date = 2005-04-08 \|accessdate = 2009-08-03}}
Referee of the Year \|Unknown
Assistant Referee of the Year \|Unknown
Match Commissioner of the Year \|Unknown

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colspan="4"|2004 awards

width=20%|Award

! width=30%|Winner

Player of the Year

|{{flagicon|TRI}} {{sortname|Jerren|Nixon}} (North East Stars){{cite news |title = Jerren Nixon - Academy Director and Coach

|url = http://nixonsoccer.com/Team.htm

|publisher = Jerren Nixon Soccer Academy

|date = 2010-03-28

|accessdate = 2010-03-28}}

Manager of the Year

|{{flagicon|GUY}} {{sortname|James|McLean|James McLean (Guyanese footballer)}} (North East Stars){{cite news |title = James McLean back with North East Stars

|url = http://www.socawarriors.net/league/league-news/tt-pro-league/3287-james-mc-lean-back-with-north-east-stars.html

|publisher = Randy Bando (TTProLeague.com)

|date = 2006-04-07

|accessdate = 2009-08-03}}

Golden Boot

|{{flagicon|TRI}} {{sortname|Jerren|Nixon}} (North East Stars)

Team of the Year

|W Connection{{cite news |title = W Connection Club Achievements

|url = http://www.socawarriorfusion.com/wcachievements.html

|publisher = Soca Warrior Fusion

|date = 2009-05-09

|accessdate = 2010-05-12}}

Most Disciplined Team of the Year

|Tobago United{{cite news |title = Tobago Utd, most disciplined Pro Team

|url = http://www.socawarriors.net/league/league-news/tt-pro-league/1081-tobago-utd-most-disciplined-pro-team.html

|publisher = Tobago News

|date = 2005-04-08

|accessdate = 2009-08-03}}

Referee of the Year

|Unknown

Assistant Referee of the Year

|Unknown

Match Commissioner of the Year

|Unknown

class="collapsible wikitable collapsed" width=50%; style="font-size:90%;"
colspan="4"\|2005 awards
width=20%\|Award ! width=30%\|Winner
Player of the Year \|{{flagicon\|BRA}} {{sortname\|Gefferson	Gefferson da Silva Goulart}} (W Connection){{cite news \|title = Pro League toasts stars \|url = http://www.socawarriors.net/league/league-news/tt-pro-league/2542-pro-league-toasts-stars.html \|publisher = Lasana Liburd (T&T Express) \|date = 2006-01-26 \|accessdate = 2009-08-03}}
Manager of the Year \|{{flagicon\|TRI}} {{sortname\|Brian\|Williams\|Brian Williams (Trinidadian footballer)}} (United Petrotrin){{cite news \|title = Peek at PFL Round 1 \|url = http://www.socawarriors.net/league/league-news/tt-pro-league/2813-peek-at-pfl-round-1.html \|publisher = Joel Villafana (TTProLeague.com) \|date = 2006-04-07 \|accessdate = 2009-08-03}}
rowspan="2"\|Golden Boot \|{{flagicon\|BRA}} {{sortname\|Gefferson	Gefferson da Silva Goulart}} (W Connection)
{{flagicon\|LCA}} {{sortname\|Earl\|Jean}} (W Connection)
Team of the Year \|W Connection
Most Disciplined Team of the Year \|W Connection
Referee of the Year \|{{sortname\|Neal\|Brizan}}
Assistant Referee of the Year \|{{sortname\|Joseph\|Taylor\|Joseph Taylor (referee)}}
Match Commissioner of the Year \|{{sortname\|Wayne\|Caesar}}

class="collapsible wikitable collapsed" width=50%; style="font-size:90%;"

colspan="4"|2005 awards

width=20%|Award

! width=30%|Winner

Player of the Year

|{{flagicon|BRA}} {{sortname|Gefferson

Gefferson da Silva Goulart}} (W Connection){{cite news |title = Pro League toasts stars

|url = http://www.socawarriors.net/league/league-news/tt-pro-league/2542-pro-league-toasts-stars.html

|publisher = Lasana Liburd (T&T Express)

|date = 2006-01-26

|accessdate = 2009-08-03}}

Manager of the Year

|{{flagicon|TRI}} {{sortname|Brian|Williams|Brian Williams (Trinidadian footballer)}} (United Petrotrin){{cite news |title = Peek at PFL Round 1

|url = http://www.socawarriors.net/league/league-news/tt-pro-league/2813-peek-at-pfl-round-1.html

|publisher = Joel Villafana (TTProLeague.com)

|date = 2006-04-07

|accessdate = 2009-08-03}}

rowspan="2"|Golden Boot

|{{flagicon|BRA}} {{sortname|Gefferson

Gefferson da Silva Goulart}} (W Connection)

{{flagicon|LCA}} {{sortname|Earl|Jean}} (W Connection)

Team of the Year

|W Connection

Most Disciplined Team of the Year

|W Connection

Referee of the Year

|{{sortname|Neal|Brizan}}

Assistant Referee of the Year

|{{sortname|Joseph|Taylor|Joseph Taylor (referee)}}

Match Commissioner of the Year

|{{sortname|Wayne|Caesar}}

class="collapsible wikitable collapsed" width=50%; style="font-size:90%;"
colspan="4"\|2006 awards
width=20%\|Award ! width=30%\|Winner
Player of the Year \|{{flagicon\|TRI}} {{sortname\|Jan-Michael\|Williams}} (W Connection){{cite news \|title = Jan is the Man - W Connection goalie takes Pro League Player of the Year \|url = http://www.socawarriors.net/league/league-news/tt-pro-league/3256-jan-is-the-man-w-connection-goalie-takes-pro-league-player-of-the-year.html \|publisher = Randy Bando (TTProLeague.com) \|date = 2007-02-05 \|accessdate = 2009-08-03}}
Manager of the Year	{{flagicon\|TRI}} {{sortname\|Michael\|McComie}} (Joe Public)
Best Goalkeeper \|{{flagicon\|TRI}} {{sortname\|Jan-Michael\|Williams}} (W Connection)
Best Defender \|{{flagicon\|LCA}} {{sortname\|Sheldon\|Emmanuel}} (Caledonia AIA)
Best Midfielder \|{{flagicon\|BRA}} {{sortname\|William\|Oliveira\|William Oliveira (footballer, born 1984)}} (W Connection)
Best Forward \|{{flagicon\|JAM}} {{sortname\|Roen\|Nelson}} (Joe Public)
rowspan="2"\|Golden Boot \|{{flagicon\|JAM}} {{sortname\|Roen\|Nelson}} (Joe Public)
{{flagicon\|TRI}} {{sortname\|Anthony\|Wolfe}} (San Juan Jabloteh)
Team of the Year \|San Juan Jabloteh
Most Disciplined Team of the Year \|W Connection
Referee of the Year \|{{sortname\|Shane\|de Silva}}
Assistant Referee of the Year \|{{sortname\|Lyndon\|Burton}}
Match Commissioner of the Year \|{{sortname\|Wayne\|Caesar}}

class="collapsible wikitable collapsed" width=50%; style="font-size:90%;"

colspan="4"|2006 awards

width=20%|Award

! width=30%|Winner

Player of the Year

|{{flagicon|TRI}} {{sortname|Jan-Michael|Williams}} (W Connection){{cite news |title = Jan is the Man - W Connection goalie takes Pro League Player of the Year

|url = http://www.socawarriors.net/league/league-news/tt-pro-league/3256-jan-is-the-man-w-connection-goalie-takes-pro-league-player-of-the-year.html

|publisher = Randy Bando (TTProLeague.com)

|date = 2007-02-05

|accessdate = 2009-08-03}}

Manager of the Year

{{flagicon|TRI}} {{sortname|Michael|McComie}} (Joe Public)

Best Goalkeeper

|{{flagicon|TRI}} {{sortname|Jan-Michael|Williams}} (W Connection)

Best Defender

|{{flagicon|LCA}} {{sortname|Sheldon|Emmanuel}} (Caledonia AIA)

Best Midfielder

|{{flagicon|BRA}} {{sortname|William|Oliveira|William Oliveira (footballer, born 1984)}} (W Connection)

Best Forward

|{{flagicon|JAM}} {{sortname|Roen|Nelson}} (Joe Public)

rowspan="2"|Golden Boot

|{{flagicon|JAM}} {{sortname|Roen|Nelson}} (Joe Public)

{{flagicon|TRI}} {{sortname|Anthony|Wolfe}} (San Juan Jabloteh)

Team of the Year

|San Juan Jabloteh

Most Disciplined Team of the Year

|W Connection

Referee of the Year

|{{sortname|Shane|de Silva}}

Assistant Referee of the Year

|{{sortname|Lyndon|Burton}}

Match Commissioner of the Year

|{{sortname|Wayne|Caesar}}

class="collapsible wikitable collapsed" width=50%; style="font-size:90%;"
colspan="4"\|2007 awards
width=20%\|Award ! width=30%\|Winner
Player of the Year \|{{flagicon\|TRI}} Marvin Oliver (Caledonia AIA){{cite news \|title = Oliver captures Pro League Most Valuable Player award \|url = http://newsday.co.tt/sport/0,76354.html \|publisher = Joel Bailey (T&T Newsday) \|date = 2008-04-05 \|accessdate = 2010-03-11}}
Manager of the Year \|{{flagicon\|LCA}} Stuart Charles-Fevrier (W Connection)
Best Goalkeeper \|{{flagicon\|TRI}} Cleon John (San Juan Jabloteh){{cite news \|title = Oliver captures Pro League Most Valuable Player award \|url = http://newsday.co.tt/sport/0,76354.html \|publisher = Joel Bailey (T&T Newsday) \|date = 2008-04-05 \|accessdate = 2010-04-07}}
Best Defender \|{{flagicon\|LCA}} Elijah Joseph (W Connection)
Best Midfielder \|{{flagicon\|TRI}} Marvin Oliver (Caledonia AIA){{cite news \|title = Oliver giving back through football \|url = http://legacy.guardian.co.tt/archives/2008-04-21/SA-4.html \|publisher = Sean Nero (T&T Guardian) \|date = 2008-04-16 \|accessdate = 2008-04-16}}
Best Forward \|{{flagicon\|ATG}} Peter Byers (San Juan Jabloteh)
Golden Boot \|{{flagicon\|ATG}} Peter Byers (San Juan Jabloteh)
Team of the Year \|W Connection
Most Disciplined Team of the Year \|W Connection
Referee of the Year \|Neal Brizan
Assistant Referee of the Year \|Joseph Taylor
Match Commissioner of the Year \|Norris Ferguson

class="collapsible wikitable collapsed" width=50%; style="font-size:90%;"

colspan="4"|2007 awards

width=20%|Award

! width=30%|Winner

Player of the Year

|{{flagicon|TRI}} Marvin Oliver (Caledonia AIA){{cite news |title = Oliver captures Pro League Most Valuable Player award

|url = http://newsday.co.tt/sport/0,76354.html

|publisher = Joel Bailey (T&T Newsday)

|date = 2008-04-05

|accessdate = 2010-03-11}}

Manager of the Year

|{{flagicon|LCA}} Stuart Charles-Fevrier (W Connection)

Best Goalkeeper

|{{flagicon|TRI}} Cleon John (San Juan Jabloteh){{cite news |title = Oliver captures Pro League Most Valuable Player award

|url = http://newsday.co.tt/sport/0,76354.html

|publisher = Joel Bailey (T&T Newsday)

|date = 2008-04-05

|accessdate = 2010-04-07}}

Best Defender

|{{flagicon|LCA}} Elijah Joseph (W Connection)

Best Midfielder

|{{flagicon|TRI}} Marvin Oliver (Caledonia AIA){{cite news |title = Oliver giving back through football

|url = http://legacy.guardian.co.tt/archives/2008-04-21/SA-4.html

|publisher = Sean Nero (T&T Guardian)

|date = 2008-04-16

|accessdate = 2008-04-16}}

Best Forward

|{{flagicon|ATG}} Peter Byers (San Juan Jabloteh)

Golden Boot

|{{flagicon|ATG}} Peter Byers (San Juan Jabloteh)

Team of the Year

|W Connection

Most Disciplined Team of the Year

|W Connection

Referee of the Year

|Neal Brizan

Assistant Referee of the Year

|Joseph Taylor

Match Commissioner of the Year

|Norris Ferguson

class="collapsible wikitable collapsed" width=50%; style="font-size:90%;"
colspan="4"\|2008 awards
width=20%\|Award ! width=30%\|Winner
Player of the Year \|{{flagicon\|TRI}} Trent Noel (San Juan Jabloteh){{cite news \|title = Noel is 2008 Pro League MVP \|url = http://guardian.co.tt/archives/sports/football/2009/05/09/noel-2008-pro-league-mvp \|publisher = Nigel Simon (T&T Guardian) \|date = 2009-05-08 \|accessdate = 2009-05-08}}
Manager of the Year \|{{flagicon\|ENG}} Terry Fenwick (San Juan Jabloteh)
Golden Boot \|{{flagicon\|TRI}} Devorn Jorsling (Defence Force)
Team of the Year \|San Juan Jabloteh
Most Disciplined Team of the Year \|North East Stars
Referee of the Year \|Neal Brizan
Assistant Referee of the Year \|Joseph Pierre
Match Commissioner of the Year \|Boris Punch

class="collapsible wikitable collapsed" width=50%; style="font-size:90%;"

colspan="4"|2008 awards

width=20%|Award

! width=30%|Winner

Player of the Year

|{{flagicon|TRI}} Trent Noel (San Juan Jabloteh){{cite news |title = Noel is 2008 Pro League MVP

|url = http://guardian.co.tt/archives/sports/football/2009/05/09/noel-2008-pro-league-mvp

|publisher = Nigel Simon (T&T Guardian)

|date = 2009-05-08

|accessdate = 2009-05-08}}

Manager of the Year

|{{flagicon|ENG}} Terry Fenwick (San Juan Jabloteh)

Golden Boot

|{{flagicon|TRI}} Devorn Jorsling (Defence Force)

Team of the Year

|San Juan Jabloteh

Most Disciplined Team of the Year

|North East Stars

Referee of the Year

|Neal Brizan

Assistant Referee of the Year

|Joseph Pierre

Match Commissioner of the Year

|Boris Punch

class="collapsible wikitable collapsed" width=50%; style="font-size:90%;"
colspan="4"\|2009 awards
width=20%\|Award ! width=30%\|Winner
Player of the Year \|{{flagicon\|TRI}} Kerry Baptiste (Joe Public){{cite news \|title = Baptiste named 2009 TOYOTA Player of the Year \|url = http://www.ttproleague.com/index.php?option=com_content&view=article&id=54:baptiste-named-2009-toyota-player-of-the-year&catid=1:domestic-news \|publisher = Randy Bando (TTProLeague.com) \|date = 2010-04-08 \|accessdate = 2010-04-08}}
Manager of the Year \|{{flagicon\|TRI}} Derek King (Joe Public){{cite news \|title=CONCACAF's ups and downs in '09 \|url=https://www.fifa.com/worldfootball/news/newsid=1152445.html \|archive-url=https://web.archive.org/web/20091231034621/http://www.fifa.com/worldfootball/news/newsid=1152445.html \|url-status=dead \|archive-date=December 31, 2009 \|work=FIFA.com \|date=28 December 2009 \|accessdate=2010-05-15}}
Best Goalkeeper \|{{flagicon\|COL}} Alejandro Figueroa (Joe Public)
Best Defender \|{{flagicon\|TRI}} Keyeno Thomas (Joe Public)
Best Midfielder \|{{flagicon\|TRI}} Trent Noel (Joe Public)
Best Forward \|{{flagicon\|TRI}} Kerry Baptiste (Joe Public)
Golden Boot \|{{flagicon\|TRI}} Kerry Baptiste (Joe Public)
Team of the Year \|Joe Public{{cite news \|title = Joe Public dominate 2009 awardees \|url = http://www.ttproleague.com/index.php?option=com_content&view=article&id=55:joe-public-dominate-2009-awardees&catid=1:domestic-news \|publisher = Randy Bando (TTProLeague.com) \|date = 2010-04-08 \|accessdate = 2010-04-08}}
Most Disciplined Team of the Year \|Caledonia AIA
Referee of the Year \|Neal Brizan
Assistant Referee of the Year \|Ainsley Rochard
Match Commissioner of the Year \|Boris Punch

class="collapsible wikitable collapsed" width=50%; style="font-size:90%;"

colspan="4"|2009 awards

width=20%|Award

! width=30%|Winner

Player of the Year

|{{flagicon|TRI}} Kerry Baptiste (Joe Public){{cite news |title = Baptiste named 2009 TOYOTA Player of the Year

|url = http://www.ttproleague.com/index.php?option=com_content&view=article&id=54:baptiste-named-2009-toyota-player-of-the-year&catid=1:domestic-news

|publisher = Randy Bando (TTProLeague.com)

|date = 2010-04-08

|accessdate = 2010-04-08}}

Manager of the Year

|{{flagicon|TRI}} Derek King (Joe Public){{cite news |title=CONCACAF's ups and downs in '09 |url=https://www.fifa.com/worldfootball/news/newsid=1152445.html |archive-url=https://web.archive.org/web/20091231034621/http://www.fifa.com/worldfootball/news/newsid=1152445.html |url-status=dead |archive-date=December 31, 2009 |work=FIFA.com |date=28 December 2009 |accessdate=2010-05-15}}

Best Goalkeeper

|{{flagicon|COL}} Alejandro Figueroa (Joe Public)

Best Defender

|{{flagicon|TRI}} Keyeno Thomas (Joe Public)

Best Midfielder

|{{flagicon|TRI}} Trent Noel (Joe Public)

Best Forward

|{{flagicon|TRI}} Kerry Baptiste (Joe Public)

Golden Boot

|{{flagicon|TRI}} Kerry Baptiste (Joe Public)

Team of the Year

|Joe Public{{cite news |title = Joe Public dominate 2009 awardees

|url = http://www.ttproleague.com/index.php?option=com_content&view=article&id=55:joe-public-dominate-2009-awardees&catid=1:domestic-news

|publisher = Randy Bando (TTProLeague.com)

|date = 2010-04-08

|accessdate = 2010-04-08}}

Most Disciplined Team of the Year

|Caledonia AIA

Referee of the Year

|Neal Brizan

Assistant Referee of the Year

|Ainsley Rochard

Match Commissioner of the Year

|Boris Punch

class="collapsible wikitable collapsed" width=50%; style="font-size:90%;"
colspan="4"\|2010–11 awards
width=20%\|Award ! width=30%\|Winner
Player of the Year \|{{flagicon\|TRI}} Devorn Jorsling (Defence Force){{cite news \|title = Defence Force duo receives Toyota Yaris as League honours previous Players of the Year \|url = http://www.ttproleague.com/index.php/domestic-news-2013/1576-defence-force-duo-receives-toyota-corollas-as-league-honours-previous-players-of-the-year \|publisher = Randy Bando (TTProLeague.com) \|date = 2013-04-09 \|accessdate = 2013-04-09}}
Manager of the Year \|{{flagicon\|TRI}} Ross Russell (Defence Force)
Best Goalkeeper \|{{flagicon\|TRI}} Cleon John (San Juan Jabloteh)
Best Defender \|{{flagicon\|TRI}} Corneal Thomas (Ma Pau)
Best Midfielder \|{{flagicon\|TRI}} Trent Noel (Joe Public)
Best Forward \|{{flagicon\|TRI}} Devorn Jorsling (Defence Force)
Golden Boot \|{{flagicon\|TRI}} Devorn Jorsling (Defence Force)
Team of the Year \|Defence Force
Most Disciplined Team of the Year \|St. Ann's Rangers
Referee of the Year \|Neal Brizan
Assistant Referee of the Year \|Dion Neil
Match Commissioner of the Year \|Norris Ferguson

class="collapsible wikitable collapsed" width=50%; style="font-size:90%;"

colspan="4"|2010–11 awards

width=20%|Award

! width=30%|Winner

Player of the Year

|{{flagicon|TRI}} Devorn Jorsling (Defence Force){{cite news |title = Defence Force duo receives Toyota Yaris as League honours previous Players of the Year

|url = http://www.ttproleague.com/index.php/domestic-news-2013/1576-defence-force-duo-receives-toyota-corollas-as-league-honours-previous-players-of-the-year

|publisher = Randy Bando (TTProLeague.com)

|date = 2013-04-09

|accessdate = 2013-04-09}}

Manager of the Year

|{{flagicon|TRI}} Ross Russell (Defence Force)

Best Goalkeeper

|{{flagicon|TRI}} Cleon John (San Juan Jabloteh)

Best Defender

|{{flagicon|TRI}} Corneal Thomas (Ma Pau)

Best Midfielder

|{{flagicon|TRI}} Trent Noel (Joe Public)

Best Forward

|{{flagicon|TRI}} Devorn Jorsling (Defence Force)

Golden Boot

|{{flagicon|TRI}} Devorn Jorsling (Defence Force)

Team of the Year

|Defence Force

Most Disciplined Team of the Year

|St. Ann's Rangers

Referee of the Year

|Neal Brizan

Assistant Referee of the Year

|Dion Neil

Match Commissioner of the Year

|Norris Ferguson

class="collapsible wikitable collapsed" width=50%; style="font-size:90%;"
colspan="4"\|2011–12 awards
width=20%\|Award ! width=30%\|Winner
Player of the Year \|{{flagicon\|TRI}} Richard Roy (Defence Force)
Manager of the Year \|{{flagicon\|TRI}} Jamaal Shabazz (Caledonia AIA)
Best Goalkeeper \|{{flagicon\|TRI}} Jan-Michael Williams (W Connection)
Best Defender \|{{flagicon\|TRI}} Nuru Abdullah Muhammad (Caledonia AIA)
Best Midfielder \|{{flagicon\|TRI}} Ataullah Guerra (Caledonia AIA)
Best Forward \|{{flagicon\|TRI}} Richard Roy (Defence Force)
Golden Boot \|{{flagicon\|TRI}} Richard Roy (Defence Force)
Team of the Year \|Caledonia AIA
Most Disciplined Team of the Year \|W Connection
Referee of the Year \|Neal Brizan
Assistant Referee of the Year \|Cindy Mohammed
Match Commissioner of the Year \|Boris Punch

class="collapsible wikitable collapsed" width=50%; style="font-size:90%;"

colspan="4"|2011–12 awards

width=20%|Award

! width=30%|Winner

Player of the Year

|{{flagicon|TRI}} Richard Roy (Defence Force)

Manager of the Year

|{{flagicon|TRI}} Jamaal Shabazz (Caledonia AIA)

Best Goalkeeper

|{{flagicon|TRI}} Jan-Michael Williams (W Connection)

Best Defender

|{{flagicon|TRI}} Nuru Abdullah Muhammad (Caledonia AIA)

Best Midfielder

|{{flagicon|TRI}} Ataullah Guerra (Caledonia AIA)

Best Forward

|{{flagicon|TRI}} Richard Roy (Defence Force)

Golden Boot

|{{flagicon|TRI}} Richard Roy (Defence Force)

Team of the Year

|Caledonia AIA

Most Disciplined Team of the Year

|W Connection

Referee of the Year

|Neal Brizan

Assistant Referee of the Year

|Cindy Mohammed

Match Commissioner of the Year

|Boris Punch

Awards by club

class="wikitable sortable" style="font-size:90%;"
class="unsortable"\|Rank ! Club ! Total
{{center\|1}} \| W Connection \| {{center\|24}}
{{center\|2}} \| Joe Public \| {{center\|16}}
rowspan="2"\|{{center\|3}} \| Defence Force \| {{center\|10}}
San Juan Jabloteh \| {{center\|10}}
{{center\|5}} \| Morvant Caledonia United \| {{center\|8}}
{{center\|6}} \| North East Stars \| {{center\|7}}
{{center\|7}} \| South Starworld Strikers \| {{center\|2}}
rowspan="4"\|{{center\|8}} \| Ma Pau \| {{center\|1}}
St. Ann's Rangers \| {{center\|1}}
Tobago United \| {{center\|1}}
United Petrotrin \| {{center\|1}}
colspan="2"\|Total \|\| 81

class="wikitable sortable" style="font-size:90%;"

class="unsortable"|Rank

! Club

! Total

| W Connection

| {{center|24}}

| Joe Public

| {{center|16}}

rowspan="2"|{{center|3}}

| Defence Force

| {{center|10}}

San Juan Jabloteh