This book examines the importance of popular culture most especially reggae music as an essential tool of challenging bad leadership. The lyrics of Ras Kimono actually did. Ras Kimono was born on 9 May 1958 and was named Oseloke Augustine Onwubuya. He hails from Onicha Olona in Delta State and died on 10 June 2018 in Ikoyi, Lagos, Nigeria. He was a Nigerian reggae artiste whose debut album 'Under Pressure' was released on the Premier Music label in 1989. The album had other hits such as Rhumba Stylee, "Under Pressure" and "Natty Get Jail". He later released other hit albums that challenged western imperialism, slavery, colonialism, neo-colonialism, and African identity. He was an advocate of the poor, inequality, and social justice. His lyrics such as Under Pressure, Rhumba Style, What's Gwan? Gimme Likkle Sugar, Kimono De Want, Rastafari Chant, Natty Get Jail, Kill Apartheid, Rub A Dub Master' and Jah Guide reflects his fight against tyranny, African root, freedom, and self-realization. This book historicizes the importance of music as an essential tool of confronting tyranny