Black Stalin, born Leroy Calliste in 1941 in San Fernando, Trinidad and Tobago, was a renowned calypsonian known for his powerful lyrics and commanding stage presence, which made him one of the most respected voices in calypso music. A five-time Calypso Monarch winner, Stalin was celebrated for his socially conscious songs that addressed issues of colonialism, Caribbean unity, and social justice, with hits like "Black Man Feeling to Party," "Wait Dorothy," and "Caribbean Unity." His music combined a deep sense of cultural pride with sharp political commentary, making him both a beloved entertainer and a voice of the people. Over a career spanning several decades, Black Stalin became a symbol of resistance and empowerment, earning the Trinidad and Tobago Hummingbird Medal (Silver) for his contributions to culture. He left a profound legacy in Caribbean music and culture until his passing in 2022.