During the early 1990s, Roy worked in several romantic films that did not do well, although his performances in Majhdhaar, Dilwale Kabhi Na Hare, Pyar Ka Saaya and Jaanam were liked. His best film performance is considered to be in Junoon for which he was nominated in the best actor category of filmfare awards 1993. In the late 1990s, Roy played supporting actor roles.
Roy delivered a notable performance in Mahesh Bhatt's 1993 autobiographical Phir Teri Kahani Yaad Aayee, Roy's character is based on the filmmaker. The film was Zee TV's first mainstream production. Roy then featured in Bhatt's production Jaanam, which was Vikram Bhatt's directorial debut.
Roy was to play the male lead in Mahesh Bhatt's Khilona, the Bollywood remake of the Kevin Costner thriller Revenge, but that was shelved as well. Roy returned to acting after four years in Meri Aashiqui (2005), in which he played the lead. His most recent films are the comedy Naughty Boy (2006) and Rafta Rafta, in which he portrayed the role of an underworld Don. He also appeared on the television program Bigg Boss, the Indian version of Celebrity Big Brother in 2006. He won the game show by public votes on 26 January 2007. Roy is making a comeback with Harikrit Films psychological thriller To B or Not to B.
In 2006, by public vote, Roy won the first season of game show Bigg Boss – the Indian version of Celebrity Big Brother, produced by Endemol India for Colors Viacom 18. Roy has ventured into movie production. His company, Rahul Roy Productions, released its first movie, entitled Elaan, on 25 November 2011 in Bihar. It stars Roy and Rituparna Sen as the main lead.
