Shahdon dies in car accident; T&T forward and ex-‘Naps’ standout was 27

Trinidad and Tobago international forward and W Connection FC captain and Naparima College stand-out Shahdon Winchester died in a car accident this morning in Gasparillo.

Winchester, 27, was one of four persons killed in an accident off the Solomon Hochoy Highway in the vicinity of the Union Hall flyover, when their vehicle veered off the road and collided with a light post before bursting into flames.

Photo: W Connection attacker Shahdon Winchester (right) evades a tackle from Santos Laguna defender Jesus Molina during 2015/16 CONCACAF Champions League action.
(Courtesy Allan V Crane/Wired868)

The other victims of the tragic accident are Djenne Hills-Dyer, Michael Bradshaw and Keaton Nicholas. Another W Connection player, Mickaeel Jem Gordon, was the fifth occupants of the car but was dropped home safely, minutes before the crash. All five had partied at a club in Couva before heading for home.

Gordon took to Facebook this morning to assure friends and family that he was still alive. He was too emotionally distraught to speak to the press.

It is not the first time that the Winchester family has suffered from a road fatality. He was 10 years old when his father died in a vehicular accident.

The younger Winchester would have turned 28 on 8 January 2020. He leaves behind his fiancée Tineille—they were engaged in October 2019—and their three year old daughter, Ada.

A gifted footballer, Winchester represented Trinidad and Tobago at youth and senior international level and made 27 appearances for the senior Soca Warriors with six international goals.

Photo: Trinidad and Tobago National Senior Team head coach Tom Saintfiet (left) cheers on hattrick hero Shahdon Winchester during 2017 Gold Cup playoff action against Haiti at the Ato Boldon Stadium in Couva on 8 January 2017.
(Courtesy Chevaughn Christopher/Wired868)

Winchester was just 18 years old when he debuted for the Trinidad and Tobago National Senior Team as a second half substitute, under then head coach Russell Latapy, in a 4-1 win over Antigua and Barbuda at the Marvin Lee Stadium in Macoya.

Physically strong, technically sound and with the ability to play between the midfield and forward lines, Winchester was expected to be the future spearhead for the Trinidad and Tobago team. It did not work out the way everyone hoped on the field—but there were memorable flashes of brilliance.

Winchester scored his first and only senior international hattrick in a 4-3 extra time loss to Haiti under coach Tom Saintfiet at the Ato Boldon Stadium in a 2017 Concacaf Gold Cup Play Off. And, under current coach Dennis Lawrence, he played from the start and was involved in the opening item—an own goal credited to American defender Omar Gonzales—as Trinidad and Tobago stunned USA 2-1 in 2018 World Cup qualifying action on 10 October 2017, again at the Ato Boldon Stadium.

His last international goal was also at the Couva venue, as he came off the bench to score an equaliser against Guyana in an international friendly on 14 November 2017.

Photo: W Connection players (from left) Neil Benjamin Jr, Shahdon Winchester, Hashim Arcia and Triston Hodge celebrate during their 4-0 Pro Bowl quarterfinal win over North East Stars during at the Ato Boldon Stadium, Couva the 2015 Pro League season.
(Courtesy Allan V Crane/Wired868)

Professionally, Winchester only ever appeared for W Connection at local top flight level and will always be linked with the ‘Savonetta Boys’. However, he also represented SJK Seinäjoki and FF Jaro in Finland, Murciélagos in the Mexican second division and Kapaz PFK in Azerbaijan.

His barrel-chested running style and silky touch would have earned him thousands of admirers in every country that he played in.

Editor’s Note: Click HERE to read tributes to Shahdon Winchester from former teammates, coaches and administrators including Renee John-Williams, Sheldon Bateau, Earl Jean, Khaleem Hyland, William Wallace and Julia Baptiste.

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  1. Condolences to family, friends and the Football Community, he was a real talent….. as one of the Match Officials during 2017 Gold Cup playoff action against Haiti at the Ato Boldon Stadium in Couva in January 2017 it was a pleasure to watch him entertain…..gone too soon…

  2. Shahdon was one of the most gifted players of his era in Trinidad, although he never became the household name that he should have been. He seemed like a genuinely nice boy too and rarely ever got a mention in anything untoward despite being a national senior team player from the age of 18.
    Rest in peace…

  3. We live with fight and a never-say-die energy and that is a good thing. Then we sometimes forget just how fragile life is and how permanent death is. I extend my deepest and heartfelt sympathies to the family of Shahdon Winchester. The little I saw and knew of him, had me believing that my eyes were on a gentle and sincere person, his talents and gifted play apart.

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