Uncover the truth about Shadow's dream in this insightful look at his career and impact on the calypso world. Learn about his rivalry with Mighty Sparrow and Lord Kitchener, as well as his iconic Road March win in 1974.
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Winston McGarland Bailey October 4th 1941 - 23 October 2018), Bailey was born in Belmont, a suburb of Port of Spain in Trinidad, but grew up in Les Coteaux, Tobago, with his grandparents. He started singing calypsos at the age of 8.
In 1970 he performed as part of the chorus in Mighty Sparrow's 'Young Brigade' calypso tent, and by the following year he had begun to establish himself as a calypsonian in his own right.
He won the Road March in 1974 with "Bassman" (where he also placed second with "I Come Out to Play") by a record margin, and won again in 2001 with "Stranger", making him the competition's oldest winner.[2] He won the Calypso Monarch contest in 2000 with "What's Wrong With Me" and "Scratch Meh Back".
He was the second calypsonian to win both the International Soca Monarch and the Trinidad Road March competitions simultaneously, a feat he accomplished in 2001 with "Stranger". He rivalled fellow calypsonians Mighty Sparrow and Lord Kitchener after winning the Road March in 1974.
He died on 23 October 2018 at the age of 77 at Mount Hope Hospital in St. Joseph, after suffering a stroke two days earlier.
ARTIST: SHADOW
SONGS:
1. Columbus Lie
2. Obeah
3. If Ah Coulda
4. Jump Judges Jump
5. Pay De Devil
6. Poverty Is Hell
7. Pandora
8. Feelin The Feeling
9. Dorathy
10. Soucouyant
11. What is Life
12. The Garden Want Water
13. Tension
ARTIST: INVADERS
SONG: Bassman
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