Dileep (Gopalakrishnan Padmanabhan Pillai) was born on 27th October 1967 in Aluva. He is the eldest among three children to Padmanabhan Pillai and Sarojam. He has a younger brother, Anoop and a younger sister, Sabitha. Dileep studied in VVBHS high school till 10th standard and joined Union Christian College, Aluva (pre-degree, 3rd group, 1985–1987) and pursued degree in History from Ernakulam Maharaja’s College. Before entering the film industry Dileep was a well known figure in mimicry and also, he had done a few television comedy shows like Comi Cola. Dileep rendered his voice in Onam-based comic album “De Maveli Kombathu”, with his friends Nadirshah and Abi. He started his film career as an assistant director with director Kamal in 1991. His acting debut was in 1992 in Kamal’s Ennodishtam Koodamo. This was a minuscule role which had a screen space of a few seconds only. He got a break in 1994 through Manathe Kottaram, where he played the hero. Later in 1996 two of his movies (Sallapam and Ee Puzhayum Kadannu) became big success in the box office. With the help of hits like Punjabi House (1998) and Chandranudikkunna Dikkil (1999), Dileep established his status as a prominent actor in Mollywood.
In 2002 he attained the super stardom with mega blockbuster Meesamadhavan followed by blockbusters like Kunjikkonan and Kalyanaraman. Dileep entered film production in 2003 with the successful movie CID Moosa under the banner Graand Productions. Later in 2004 he produced Kathavaseshan which received the Kerala State Film Award for second best film. In 2008, under the banner of Graand Production, Dileep produced a big canvas film titled Twenty 20 by casting most of the mainstream actors of Malayalam cinema. This has become the highest grossing Malayalam film till then. He produced this multi-starer to raise funds for AMMA (Association of Malayalam Movie Artists).