Dileep born and brought up in Aluva, Kerala, India.Initially, he worked as a mimicry artist at Kalabhavan (centre for learning performing arts in Kochi).After that, he performed in Asianets comedy show Comicola..He later worked as an assistant director for the Malayalam film Ulladakkam (1991), directed by Kamal.He got a breakthrough role as an actor in 1992 in the Malayalam film Ennodishtam Koodamo..He worked in different languages like Malayalam, Tamil, Hindi, and Kannada.He also gave his voice in Onam-based comic album De Maveli Kombathu..Dileep produced the multi-starrer Malayalam film Twenty:20 (2008) under his own home Production Graand Productions to raise funds for the Association of Malayalam Movie Artists (AMMA).In 2011, he got his first Kerala State Best Actor Award for his performance in the Malayalam film Vellaripravinte Changathi..He is also a great singer and sung several songs like Theme Music of film Chandranudikkunna Dikkil (1999), Onnaam Malakeri of film Kalyaanaraaman (2002), Saare Saare of film Thilakkam (2003), Kandaal Njaanoru of film Sound Thoma (2012), and Ashakoshale Pennundo of film Sringaaravelan (2013).