Manu Varma (Dileep) comes from Kerala to Mumbai to work in a IT firm as an executive secretary to Priya (Mamta). Manu struggles in work life as Priya is too bossy and unsympathetic. One day, Priya an Australian citizen lands in some visa issues and to avoid deportation she lies to the authorities that she and Manu are going to get married. Offered high employment by priya's rival Matthew Abraham (Anand) to keep Priya away from office for 30 days and to extract revenge on Priya, Manu makes her come with him to his home in Kerala. There he hilariously makes Priya to do things in his way. Rest of the movie is how they like each other.
It's a remake of The Proposal with Malayalam flavour added in it. While proposal was female centric film, my boss is male centric. And in my boss, the office life is shown in detail in the first half, whereas in proposal hardly 10-15 minutes was spent on it. Screenplay was well adapted suiting Malayalam audience. Film has decent fun in first half surrounding the office where shajohn is the star. But the real fun begins in second half when the story shifts from Mumbai to Kerala with Tom and Jerry kind of play between Dileep and Mamta. Their chemistry is good on screen. After the enthinenu ariyilla song comes, the film turns serious though not melodramatic. It's bearable in first watch but when you come to rewatch then you will stop after the song, because all the comedy is over. The production values are quite cheap giving you a serial feel.
On the whole, my boss is a very well made adaptation of proposal by jeethu Joseph suitable to Malayalam audience and making it into a typical Dileep entertainer. Though production values are little bad, the writing covers up the flaws.