Feminist pioneer, Caribbean cultural icon and tireless artist, Calypso Rose in fifty years he wrote more than 800 songs. He won the Trinidad Road March in 1975 with the song Do Dem Backbut in the calypso world, dominated entirely by men, the title was taken away from her and handed to Kitchener. In 1977 she won again with Give Me More Time and this time she was allowed to keep the award. At the following year's carnival, her song Like Leh We jam won the 'Calypso King', forcing the organisers to change the name of the title to 'Calypso Monarch' in his honour.
After the award-winning Far From Home of 2016, Calypso Rose is back in 2019 with the EP Calypso Rose & Friends. The first extract is Young Boya duet with Machel Montano released shortly before the performance at Coachella in which Calypso Rose stood out as the oldest in the line-up. The EP explores the singer's memory and abundant repertoire, which spans Jamaican, African and South American music. Unreleased songs, personal reinterpretations of songs from the Caribbean and African musical heritage, as well as collaborations with artists who affectionately call her Mama Rose and whose careers it influenced, such as Nailah Blackman. During 2019 Calypso Rose toured festivals halfway around the world, from Coachella in California to We Love Green in France via England, Germany and Greece, ending its journey with a sold-out performance at the historic Olympia of Paris.