In 2000 she appeared in Mansoor Khan's Josh alongside Shahrukh Khan and Chandrachur Singh, in which she plays a Catholic named Shirley who falls in love with the sibling of her brother's enemy. The film was a commercial success. Later that year she appeared in Satish Kaushik's Hamara Dil Aapke Paas Hai, opposite Anil Kapoor. It was a moderate success, and her performance earned her a Filmfare Best Actress Award nomination. Later that year she played a supporting role in Aditya Chopra's Mohabbatein, alongside Amitabh Bachchan and Shahrukh Khan. The second-highest grosser of the year, the film was a major commercial success, and earned her a Filmfare Best Supporting Actress Award nomination. Later that year, she starred in the Tamil film Kandukondain Kandukondain, alongside Mammooty, Ajith Kumar, and Tabu. Rai plays Tabu's younger sibling, a dreamer at heart, whose hopes come crashing down when she discovers she's been cheated by her lover.Directed by Rajiv Menon, the movie was a successful venture commercially.
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