Chandrashekhar Dubey's first film was Patita (1953) followed by Mr. & Mrs. '55 (1955). Though he was a character actor his one liners and short appearances were noticeable. His line "Dhakkan Khol Ke" in the film, Zinda Dil (1975) became quite famous as he used it often on his radio shows thereafter.
Before he appeared as an actor, he was associated with other aspects of filmmaking in the production team and as an assistant director to Amiya Chakravarty. In an oeuvre that spreads to almost 200 films, the most noted ones include Teesri Kasam, Roti Kapda Aur Makaan, Mausam, Angoor and Ram Teri Ganga Maili. He mostly appeared as a villain in films. Among his most remarkable radio shows are Hawa Mahal and Fauji Bhaiyon.
Prior to his film career, he is also known to participate in the Quit India Movement of 1942. Beyond his career he remained involved in social work, mainly focussing on education for the poor.