Best known for his work in the Kannada film industry, Dileep Raj made his debut in 2005 with the movie Boy Friend. Before bagging his maiden feature film, Dileep was seen in television shows such as Janani, Ardha Satya Rangoli, Kumkuma Baghya, Mangalya, Malebillu, Preetigaagi, and Rathasapthami. Since his debut in 2005, the actor went on to appear in a string of movies such as 7 O` Clock, Milana, Gaana Bajaana, Sugreeva, Barfi, Tony, Bhairavi, Minchagi Nee Baralu, U Turn, Sithara and Pandugadi Photo Studio.