The Mighty Shadow Winston Bailey has passed the baton


Trinidad and Tobago legendary calypsonian, Winston Bailey HBM DLitt, better known as the “Mighty Shadow” died on Tuesday, he was 77 years old. Relatives confirmed that Winston died at the hospital following a stroke this past weekend. He celebrated his 77th birthday on October 4. He was inline to be con­ferred with an hon­orary doc­tor­ate by the Uni­ver­si­ty of the West In­dies this year.

This Soca Monarch champ had an illustrious career in music, which spans over several decades.


Notable achievements

  • He won the Road March title with “Bassman” in 1974.
  • He won the Calypso Monarch in 2000 with “What’s Wrong With Me” and “Scratch Meh Back”.
  • He was award­ed the Hum­ming­bird Medal (Sil­ver) in 2003 for his con­tri­bu­tion to cul­ture.


Popular recordings

  • 1974 - "Bassman", "I Come Out to Play"
  • 1975 - "King From Hell"
  • 1976 - "Jump Judges Jump", "Children Ting", "Carnival Scenery", "Do Good", "Beat Dem Drums", "Ladder of Success", "Don't", "Without Love", "Everybody Is Somebody", "Treat Me Nice", "Constant Jammin", "Shift Your Carkass"
  • 1988 - "Tension", "Crazy Computer", "The Garden Want Water"
  • 1989 - "Feeling the Feeling"
  • 1992 - "Dingolay"
  • 1993 - "O What a Life"
  • 1994 - "Pay De Devil", "Poverty Is Hell", "Snake in the Balisier"
  • 2000 - "Scratch Meh Back", "What's Wrong With Me", "Stranger", "Yuh Looking for Horn", "HIV"; "Domestic Violence"

He has recorded numerous jingles for corporate commercials, including one for the Inland Revenue office of Trinidad and Tobago.

His influence on the art form has been tremendous and his "mighty" music will live on forever!

Though I still have no idea what "dingolay" means. :) Does anyone know.



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