The narrative “The Sceptic’s Spectre: Henry Derozio” provides a detailed examination of radical humanist and cosmopolitan thinker Henry Louis Vivian Derozio’s ideas through the lens of contemporaneity. It discusses his role as an uncompromising educator and poet, focusing on his advocacy for free thought, anti-establishment rationalism, and his challenge to orthodox Hindu beliefs. Derozio’s influence on his students, known as the Young Bengal group, and his progressive ideas, which contributed to the shaping of modern Indian intellectualism, are central themes with special reference to the recent degeneration of this argumentative spirit in the context of plutocratic, theocratic Saffron Fascism. The article also reflects on his literary contributions, particularly his poetry, which embodies his revolutionary spirit that decries all authoritarian structures in favour of the eternal spirit of liberational praxis.