Densill Theobald

Early career and moves to Europe

Theobald joined Scottish club Falkirk in the summer transfer window of 2005, after the recommendation of international team-mate Russell Latapy. Although he played regularly at the international level, he never played a first-team game for Falkirk and so he left the club and returned to Caledonia AIA, in the summer of 2007 he returned to Europe, and joined the Hungarian team Újpest FC. Theobald joined the Seattle Sounders for a trial in February 2009, but did not make the club's roster.

Dempo

On 16 January 2012, it was officially announced that after terms were agreed with Újpest and Caledonia AIA that Theobald has signed for Dempo SC in the I-League in India.

Royal Wahingdoh

In December 2014, Theobald signed for newly promoted I-League club Royal Wahingdoh form Shillong for one season. He appeared in all games for Wahingdoh, and the team ended their debut season in third position with 30 points after 20 league matches.

Sporting De Goa

In December 2015, Theobald signed for Sporting de Goa.

Mumbai FC

In January 2017, he signed with another I-League club Mumbai FC.

Theobald was a regular member of the Trinidad and Tobago national team and played in all three of the country's World Cup games at the 2006 FIFA World Cup. Following the retirements of Dwight Yorke and Dennis Lawrence from international football, Theobald has since been named captain of the 'Soca Warriors'. He appeared in several editions of Caribbean Cup and he was in the squad of Trinidad's silver medal-winning team at the 2012 Caribbean Cup, where they lost in the final to Cuba. Scores and results list Trinidad and Tobago's goal tally first, score column indicates score after each Theobald goal.

As a member of the squad that competed at the 2006 FIFA World Cup in Germany, Theobald was awarded the Chaconia Medal (Gold Class), the second highest state decoration of Trinidad and Tobago.

Morvant Caledonia United

TT Pro League: 2017, runner-up 2012–13 Central

TT League Cup: 2018 TT Pro League: runner-up 2018 Charity Shield: runner-up 2018 W Connection

CFU Club Championship: 2012 Royal Wahingdoh

I-League: third place 2014–15 Trinidad & Tobago

Caribbean Cup: runner-up 2012 Individual

Chaconia Medal Gold Class, 2006