Sheldon “Shelly” Alfred was born on September 1, 1995 in Goodwill. At the tender age of eleven, he participated in the Saint Mary’s Primary School 2006 calypso competition as De Professor performing
Give de Youth a Break, and placed second. This spurred him to venture into the Junior Calypso Monarch
competition where he won three (3) consecutive crowns in 2009 - 2011 with songs Paros Everywhere,
Vacancy, and My Exposition written by teacher and renowned songwriter, Ian Jackson. By 2015, Shelly
had advanced to the National Calypso Monarch as one of the competition’s youngest finalists with his
songs entitled God of Calypso Kingdom and Good Professor both written by Pellam Jno Baptiste. He was
crowned Stardom King of the Tent 2015. In 2016, he did not take part in the competition; however, he
wrote and released Dominican Houses which was one of the more popular calypsos of that year.