Kapoor's next movie was Raja (1995) opposite Madhuri Dixit which was a box office success. He went on to star in several films as a lead actor such as Auzaar (1997), Mohabbat (1997) and Sirf Tum (1999). He didn't have much success as a lead actor as most of his films failed at the box office.. In 2002, he appeared as a villain playing the psychotic husband of Esha Deol in Koi Mere Dil Se Poochhe. His performance was praised by critics
He made his debut on television in 2003 appearing in the television serial Karishma - The Miracles of Destiny opposite Karisma Kapoor. He played supporting roles in films like Qayamat: City Under Threat (2003), Julie (2004), Luck By Chance (2009) and Shaandaar (2015).
He turned to producing with his first production Tevar starring his nephew Arjun Kapoor releasing in 2015. He played a cameo appearing alongside his brother Anil for the first time in Mubarakan (2017). In 2017, he was cast in Vikram Bhatt's television serial Dil Sambhal Jaa Zara opposite Smriti Kalra. The show is about a man marrying a girl much younger than him and how they try to make their marriage work. Kapoor has been cast in Bombay Talkies 2 as a lead character opposite Actress Manisha Koirala.
