Ashokan made his screen debut in the 1986 movie
Pappan Priyappetta Pappan. He played several roles in the next few years. His role in
Parvathy Parinayam gave his first breakthrough in Malayalam cinema. He acted in around ten movies in 1994 after acting in Parvathy Parinayam. In the movie
Vrudhanmare Sookshikkuka in 1994, he played one of the lead roles alongside
Dileep, with whom Ashokan eventually formed one of the most celebrated comedy pairs in Malayalam film industry throughout his career. In the 1998 movie
Punjabi House, Ashokan played the character
Ramanan. Many consider this as the best performance by Harishree Ashokan of his career. Dileep-Harishree Ashokan duo's another hit movie is
Ee Parakkum Thalika, which was released in 2001; in this movie, he played the role of
Sundaran. He played the character of
Sugunan in the 2002 movie
Meesha Madhavan, which became the highest grossing Malayalam movie of the year. Harishree Ashokan's most famous roles in his career came out in 2003. In the slapsick comedy
C.I.D. Moosa, he played the role of
Thorappan Kochunni, and in the movie
Pulival Kalyanam, he played the role of
Theeppori Kuttappan. He played the character
Krishankutty in
Thilakkam. His role as
Ugran in the movie
Chronic Bachelor was also appreciated by the audience. All these films were major blockbusters in 2003. In the 2005 Malayalam movie
Boyy Friennd, Ashokan played the villain role for the first time in his career. Dileep and Harishree Ashokan are regarded as a popular comedy pair in Malayalam cinema of the 90s and early 2000s. The duo have acted together in plenty of movies. Vriddanmarund Sookshikkuga, Punjabi House, Ee Parakkum Thalika, Meesa Madhavan, C.I.D Moosa, Thilakkam,
Runway,
Kochi Rajavu,
Pandippada,
Crazy Gopalan,
Chess,
Kuberan,
Kaaryastan are some among the major movies among them. Ashokan made his directional debut through the 2019 movie
An International Local Story. ==Personal life==