Upendra started his career in Kannada film industry as writer and Assistant Director under actor & director Kashinath for the movie Anantana Avantara(1989). This was the movie he made his first cameo appearance as Lord Kamadeva in the song 'Come on come on Kaamanna'. His directorial venture was 'Tharle Nan Maga' in the year 1992. His first as an actor was movie 'A' directed by him.