It was at Saif Ali Khan's behest that Jawaani Jaaneman producer Jay Shewakramani cast Kubbra Sait for his film. The actor, who caught the eyes of filmmakers after her acclaimed act of a transgender in Sacred Games—also featuring Khan—could hardly contain her excitement when the news was broken to her. "Everyone in Saif's family, including Kareena [Kapoor Khan], told me how much they liked me in Sacred Games. Saif recommending me was [a] huge [achievement]," says Sait, who plays a hairdresser who shares a close bond with Khan's character, in the film. "Their equation is hinged on comfort, which is refreshing, because relationships are usually about complications. These two characters enjoy a certain freedom with each other; all guards are down. It was beautiful exploring this with Saif. He is a man of few words, but in the little that he speaks, he teaches you a lot. The film's first scene was shot with us, and it took me 21 retakes to get it right, because I was nervous. He calmed me down."