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.[3]
Theobald joined the Seattle Sounders for a trial in February 2009, but did not make the club's roster.[4]
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[5][6] in the I-League in India.[7][8]
Royal Wahingdoh
In December 2014, Theobald signed for newly promoted I-League club Royal Wahingdoh form Shillong for one season.[9][10] He appeared in all games for Wahingdoh,[11] and the team ended their debut season in third position with 30 points after 20 league matches.[12][13]
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.[17]
Scores and results list Trinidad and Tobago's goal tally first, score column indicates score after each Theobald goal.[18]
List of international goals scored by Densill Theobald