In Mumbai and Goa, Kaira (Alia Bhatt) is a promising cinematographer who wishes to direct her own films. Blunt and cynical, she is most comfortable when with her three best friends, Fatima (Ira Dubey), Jackie (Yashaswini Dayama) and Ganju (Gautmik). Kaira's life takes a downturn when Raghuvendra (Kunal Kapoor), a film producer for whom she breaks up with her childhood sweetheart, gets engaged to someone else. Her landlord turns her out of her apartment because the building association wants to rent apartments only to married couples. All this plus dissatisfaction with her prospects at work serves as a catalyst for her shift to Goa, where she now has to grudgingly live with her parents (Aban Deohans and Atul Kale) with whom she has some issues. She ends up spending many sleepless nights in unhappiness and uncertainty.
While in Goa, she seeks out Dr. Jehangir "Jug" Khan (Shah Rukh Khan), a psychologist, for her insomnia, after inadvertently having heard him talk at a Mental Health Awareness Conference. She warms to Jug's unconventional methods, trying to use them to understand herself. Meanwhile, she meets a musician, Rumi (Ali Zafar), and she falls in love with him, but they break up before anything serious can happen when she realises they may not be the right fit for each other. She also reunites with her younger brother, Kiddo (Rohit Saraf), who is the only other person besides her best friends that she is closest to. Matters with her family come to a head when Kaira has an outburst at a family get-together where she confronts her parents about them abandoning her for years at her grandparents' (Martha Xavier Fernandes and Madhav Vaze) house.
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