Starring Arya, Nayanthara and Santhanam in lead roles, the film is produced by K. S. Sreenivasan and features music scored by Yuvan Shankar Raja and cinematography handled by Sakthi Saravanan.

[1] The film revolves around a young happy-go-lucky man, Bhaskaran, who is unemployed and lives an easygoing life, neglecting his career and future.

When he meets a young girl, Chandrika, in whom he falls in love, he is bound to change his lifestyle, in order to marry her eventually.

His only friend, Nallathambi, a barber, owns a saloon, which he received as a dowry for marrying a woman who was two months pregnant.

Bhaskaran lives with his widowed mother Sivakami, his elder brother Saravanan, a veterinarian, and his younger sister Nithya, a college student aspiring to become a TV compere.

Velpandi, during his exam, wrote only four words in his paper with an aruval symbol, blackmailing the teacher into making him pass or risk being killed.

Velpandi tears the agreement, offers Nallathambi a huge amount of money with no interest, and appreciates him for making Paalpandi pass the exams.

[6] Rajesh, following his sleeper hit Siva Manasula Sakthi, decided to make another comedy film and to cast Arya, who appeared in a cameo role in Siva Manasula Sakthi, in the titular role,[7] while Jiiva in return would make a cameo appearance in the film.

[12][13] Principal photography ended on 3 August 2010 with the completion of the last song that was canned at a set erected at Binny Mills near Chennai.

[14] Arya revealed that the script went through changes during production, with Rajesh eventually opting not to include portions where Bhaskaran's brother gets killed in the film.

[16] The film's distribution rights, however, were again acquired by Red Giant Movies, led by Udhayanidhi Stalin, who would enact the lead role in Rajesh's next project.

[17] Following the success of Siva Manasula Sakthi, Yuvan Shankar Raja composed the musical score and soundtrack of Boss Engira Bhaskaran, too.

In November 2011, Boss Engira Bhaskaran was shown at the International Tamil Film Festival held in Uglich, Russia, alongside Thillana Mohanambal (1968), Chandramukhi (2005), Sivaji (2007), Angadi Theru (2010), Thenmerku Paruvakaatru (2010) and Ko (2011).

Sify stated that "Rajesh has pulled off the impossible, making a family comedy work a second time armed with nothing more than a few situational gaffes and couple of funny dialogues.

"[30] A critic from the Times of India gave 3 out of 5 and praised the film saying "When the director shows Boss watching 'Annamalai' on TV and getting inspired, you are not surprised.