He worked with him from 1951 to 1972 and contributed in several films Insaaf, Kismat, Jindagi Ke Mele, Bhabhi, Kali Topi Lal Rumal. Later he assisted Chitragupta and sang in Bhakta Pundalik. In 1948, Avinash Vyas offered him two duet songs in film Sati Son. These records were Bhint Fadi Ne Piplo Ugyo and Aadha Tail Aur Aadha Paani. In HMV studio, he was introduced to Snehal Bhatkar who helped him to produce records sung by him with lyrics written by Venibhai Purohit. In 1946, he sang ‘Dukh Ki Is Nagri Mein Baba Koi Na Puchhe Baat’ for film Laaj. He sang in chorus, Thukra Rahi Hai Duniya for Bhanwara (1944). He sang three songs for the film, 'Gori Chalo Na Sina Ubharke.' and ‘Dekho Hamse Na Ankhe Ladaya Karo.’. He was offered by Khemchand Prakash’s brother Ratanlal to sing in Hindi film Kismatwala (1944). He was selected as an artist by AIR later. He worked in the same building which was also occupied by All India Radio (AIR) office.
Initially he worked as a clerk and accountant for two years in Department of Home Affairs of Bombay State. He was trained in classical singing by Pandurang Amberkar, a disciple of Amanat Ali Khan. He was educated at Bahadur Khanji High School and Bahauddin College. When he was seven, he used to accompany his father Bhogilal and grandfather Manishankar Dholakia to Swaminarayan temple in Junagadh where they used to sing bhajans and play musical instruments. Dilip Dholakia was born on 15 October 1921 in Junagadh.