He started singing as a choirboy while at primary school. Andy began singing in local competitions back in 1983 while still in high school. At that time he made his professional debut in the Richard Stoute Teen Talent Contest. There he made it all the way to the finals performing his own compositions.
The following year (1984), with the encouragement of then school teacher and tent manager, Mac Fingall, he joined The Untouchables Calypso Tent. There he shared the stage with seven times Calypso Monarch of Barbados, The Ragga-Ragga King Red Plastic Bag.
In 1985, at the age of 17, Andy Armstrong became the youngest person ever to make the National Calypso Finals in Barbados. Performing under the sobriquet “Young Blood” he placed fifth in the competition which was won by The Mighty Gabby.
One of his biggest career moves to date was when in 1986, he along with his friend and former school mate, George Jones became founding members of one of Barbados most prominent and one of the Caribbean’s leading party bands over the last 2 decades, Square One . Paul Slater, Cecil Riley and Winston Beckles were also founding members of the band. Blood, as he is affectionately known was the lead vocalist and guitarist with the band.
Square One went on to record several albums where Blood was featured on lead vocals. These included Special, and Eat, Drink and Be Merry on which the song Party Can Done received a Caribbean Music Award nomination. The following include other albums recorded by the band on which Blood is also featured as a lead vocalist.
Sweetness which contains the mega-hit Turn It Around alias The Plumber
In Full Bloom