Following his debut with Dev Anand’s movie Swami Dada, Jackie Shroff appeared in movies like Ram Lakhan (1989), Karma (1986), Saudagar (1991) and Khal Nayak (1993). He won his maiden Filmfare Award for Best Actor for Parinda (1989). Directed by Vidhu Vinod Chopra, the movie, along with Shroff, starred Nana Patekar, Anil Kapoor, Madhuri Dixit and Anupam Kher in the lead roles. He received his second Filmfare for the romantic drama, 1942: A Love Story. Starring Anil Kapoor, Manisha Koirala, Jackie Shroff, Anupam Kher, Danny Denzongpa, and Pran in important characters, the movie opened to great critical and commercial response, with its music and cinematography being heavily praised. He subsequently essayed Raj Kamal in Ram Gopal Varma’s Rangeela. The movie, starring Aamir Khan, Manisha Koirala, and Jackie Shroff was a blockbuster hit and eventually went on to receive a cult status in Hindi cinema. Shroff went on to win his third Filmfare Award for Rangeela.
Some of his other hit films are Aaina (1993), Khal Nayak (1993), Border (1997), Kabhi Na Kabhi (1998), Refugee (2000), Mission Kashmir (2000), Devdas (2002) and Hulchul (2004), to name a few. He was also in Brothers (2015), Chehere: A Modern Day Classic (2015), Shegavicha Yogi Gajanan (2015), Jazbaa (2015), 10 Endrathukulla (2015) and the Malayalam film ATM (2015). In 2016, he appeared in along with Juhi Chawla and Shabana Azmi in the drama film Chalk N Duster. In spite of dealing with an important subject of commercialization of the private education system in India, the movie failed to generate the desired response and tanked at the box office. His next film, Housefull 3, was also a flop. His 2017 release includes the Punjabi film Sardaar Saab, co-starring Guggu Gill, and Daljeet Kalsi in important roles.