Mighty Shadow dies at 77
Trinidad Guardian – The calypso fraternity has been thrown into mourning following the death early this morning of veteran Winston “Mighty Shadow” Bailey.
Bailey, who celebrated his 77th birthday on October 2, died at hospital this morning after ailing for some time and suffering a stroke on Sunday.
Bailey, who was to be conferred with an honorary doctorate by the University of the West Indies this year, won Road March titles in 1974 (Bassman) and 2001 (Stranger) and the Calypso Monarch title in 2000 with “What’s Wrong With Me” and “Scratch Meh Back.” He also won the International Soca Monarch title with “Stranger” in 2001.
Bailey was also awarded the Hummingbird Medal (Silver) in 2003 for his contribution to culture.
Read Tribute by Prime Minister Dr. Keith Rowley:
Winston Bailey, the Mighty Shadow, revolutionized the calypso world with his haunting sound and unique delivery which he crafted and perfected in an impressive catalogue of work spanning several decades. He was an original in all his various musical creations.
His music told us stories about ourselves through poignant social commentary which was often fused with wry humour. Over the years his contribution to the development of our local music earned him regional and international acclaim.
For his distinguished contribution to calypso music Winston Bailey, the Shadow, was awarded the prestigious Hummingbird Silver Medal in 2003. The “Bassman”, as he is also known to the musical world won the Road March title in 1974 with “Bassman” and in 2001 with “Stranger”. He also won the Calypso Monarch in 2000 with “What’s Wrong with Me” and “Scratch Meh Back”. For many his rendition of “I Believe” will always define the class and talent of this superb performer and social commentator.
We are honoured to have witnessed the life of this great musician and to have experienced his outpourings of the best of our calypso culture. We are grateful for the music he gave us and proud of his legacy which will remain undiminished for all time.