2000–present
On 21 January 2000, Roshan was shot at by two Budesh gang members near his office on Tilak Road at Santacruz, Mumbai. The assailants fired two bullets at him, one of which hit him on the left arm, while the other grazed his chest. As the director fell to the ground, the assailants fled the scene. The culprits were later identified as Sunil Vithal Gaikwad and Sachin Kamble. The attack on Rakesh was not undertaken with the intent to kill, but to signal that the Shiv Sena could no longer protect its clients. Rakesh had stonewalled demands from Budesh for a percentage of the profits from the overseas earnings of his hit film Kaho Naa... Pyaar Hai.
He launched his son Hrithik's career as a lead actor with the musical romantic thriller Kaho Naa... Pyaar Hai (2000), alongside debutante Ameesha Patel. Rakesh later revealed that this film was inspired by Shakti Samanta's Aradhana (1969), starring Sharmila Tagore and Rajesh Khanna. The film received positive reviews from critics upon release, and emerged as the second highest-grossing Indian film of the year. It won Rakesh his first Filmfare Award for Best Film and Best Director, in addition to entering the Limca Book of Records for the most awards won by a Bollywood film.
He directed his son again, alongside Rekha and Preity Zinta, in the 2003 science-fiction film Koi... Mil Gaya. The first installment of the Krrish franchise, the film opened to positive reviews, with particular praise for its novel concept, and emerged as the second highest-grossing Indian film of the year. It earned Rakesh his second consecutive Filmfare Award for Best Film and Best Director.
He directed his son for the third time in its sequel, the science-fiction superhero film Krrish (2006), alongside Priyanka Chopra, Rekha and Naseeruddin Shah. The film received positive reviews upon release, and emerged as a trend-setter, bringing in Hindi cinema's first superhero. It emerged as a major commercial success at the box-office, ranking as the second highest-grossing Indian film of the year. Krrish earned Rakesh his fifth nominations for the Filmfare Award for Best Film and Best Director.
In 2008, he produced the comedy thriller Krazzy 4 which marked his first production-only venture. Directed by Jaideep Sen and starring Juhi Chawla, Arshad Warsi, Irrfan Khan, Rajpal Yadav and Suresh Menon, the film received negative reviews and emerged as a commercial failure at the box-office.
In 2010, he produced the Bollywood-meets-Hollywood crossover film titled Kites, directed by Anurag Basu and starring Hrithik alongside Mexican actress Bárbara Mori. Despite hype prior to release, the film received mixed-to-negative reviews upon release, and emerged as a commercial failure at the box-office. Another version of this film was released internationally and known as Brett Ratner presents Kites: The Remix. This version was shorter, and mainly toned down the amount of musical numbers.
His next directorial was Krrish 3 (2013), the third film of the Krrish franchise. With Hrithik and Chopra reprising their roles from the previous film, it also stars Vivek Oberoi and Kangana Ranaut. The film received mixed-to-positive reviews from critics upon release, and emerged as a major commercial success at the box-office, ranking as the third highest-grossing Indian film of the year.
In 2017, he produced the romantic action thriller Kaabil, starring Hrithik alongside Yami Gautam. The film opened to mixed reviews from critics upon release, and emerged as an average grosser at the box-office.
He is next set to direct Krrish 4, with Hrithik and Priyanka Chopra reprising their roles. However, the film has been delayed due to the COVID-19 pandemic.