Chalkdust, born Hollis Liverpool in 1941 in Trinidad and Tobago, is a legendary calypsonian and scholar renowned for his sharp wit, incisive social commentary, and extensive contributions to the calypso art form. With a career spanning over five decades, Chalkdust is celebrated for his intellectual approach to calypso, using the genre as a platform to critique political systems, societal issues, and cultural practices with songs like "No Smut for Me," "Ah Fraid Karl," and "Juba Dubai." A nine-time Calypso Monarch winner, he holds the record for the most wins in this prestigious competition, showcasing his unmatched lyrical prowess and versatility. Beyond his musical achievements, Chalkdust is also an esteemed academic, holding a Ph.D. in History and Ethnomusicology, and has authored numerous books and articles on Caribbean culture and calypso. His work has earned him multiple honours, including the Trinidad and Tobago Hummingbird Medal (Gold), solidifying his legacy as a cultural icon and one of the most influential voices in the history of calypso music.