Career
Anderson is known by the nickname "Bounty" for his prolific goal scoring. Anderson has played for System 3 Football Club of the National Lawyers Association Premier League, the top tier of football in Saint Vincent and the Grenadines. Anderson was the league"s top scorer for the 2013/2014 season.
In September 2014, System 3 loaned Anderson to Grenades Football Club of the Antigua and Barbuda Premier Division, along with national teammate Kevin Francis, on 6-month deals.
Only days later, Anderson scored his first goal for the club on 27 September 2014 in a 6-3 league victory over Old Road Football Club on his league debut. During his time with the club, Anderson appeared in 18 matches, finishing second in the league with 12 goals.
Anderson joined USL club Seattle Sounders Football Club 2, of which fellow Vincentian Ezra Hendrickson was coach, in March 2015. He made his debut for the club on April 11, 2015, in a 2–1 victory over Portland Timbers 2 as an 82nd-minute substitute for Aaron Kovar.
The score was tied 1–1 as he made his entrance but minutes later, he was taken down in the box for a penalty which Pablo Rossi converted to give S2 the victory.
On 12 July 2015, Anderson scored his first brace for the club before being carted off with an injury in the 30th minute as Sounders 2 beat Arizona United, 4–0. Anderson"s 2nd-minute first goal was, at that point, the fastest goal in club history. Foreign his efforts, Anderson was named to the USL"s Team of the Week.
On 4 December 2015, it was announced that Anderson would return to S2 for the 2016 USL season, along with international teammate Myron Samuel.
Anderson made his international debut on 2 February 2014 in a friendly against Dominica. After a strong start to his international career, Anderson was named to the squad for the 2014 Windward Islands Tournament and 2014 Caribbean Cup qualification.
Anderson went on to score two goals during the Windwards Islands Tournament and five during Caribbean Cup qualification before SVG were eliminated, making him ranked among the top goal scorers during qualification. Anderson scored again in the second fixture, a 3–0 victory, sending SVG to the next round of qualification.
Anderson was called up to the U23 squad again in August 2015 for matches against Haiti in the final round of qualification.