[1] Kapoor started out in Parallel Cinema, making his debut in the 1989 Kumar Shahani film Khayal Gatha.
He made his full-length directorial debut with Private Detective: Two Plus Two Plus One (1997), which had Irrfan Khan and Naseeruddin Shah in minor roles.
In 2003, he wrote and directed the independent film Raghu Romeo, which he financed by sending e-mail requests for money to his friends.
[4] Tired of pitching his stories to investors, Kapoor reached out to his friend Chet Jainn, founder of the crowdfunding platform goCrowdera.com to raise initial seed fund for his next film called RkRkay.
[9] Kapoor is a three time National Award winner, first for his 26-minute non-feature documentary, Tarana, then for his short, Hypnothesis, and after that for Raghu Romeo in Best Feature Film in Hindi section.