[1] The first winner was Growling Tiger with "Trade Union", followed by Roaring Lion in 1940 and Mighty Destroyer in 1941.
[1][2] After a break during World War II, it resumed in 1946, with Atilla the Hun winning the first of two consecutive titles.
[3] Singing Sandra is the only female calypsonian to win the Calypso Monarch twice.
[4] The late Mighty Duke is the only calypsonian to have won the title on four consecutive occasions between 1968 and 1971.
Rastafari calypsonian Black Stalin won the title on five occasions between 1979 and 1995.