Rup founded the internationally acclaimed band JoSH in 1996 with his friend Qurram Hussain. Rup's profound belief that he could make a career for himself singing South Asian Fusion music, despite being based in Canada, was initially met with doubt and skepticism from friends and family. Rup never relented, working tirelessly to produce their first compositions for JoSH, "Main Hoon Tanha", which also ended up being the title track for their debut album. Rup and Q have continued to produce successful music and albums including Kabhi (2004), Josh's much-anticipated second album, Mausam (2006), JoSH's third album, and Beyond Kismat, JoSH's most-recent fourth album released in 2010. JoSH has worked on various other projects as well, including a remix of Grammy winner Nelly Furtado's latest singles, "Promiscuous Girl" and "Maneater". They have sold over 4 Million albums worldwide. Among Rup's accomplishments as a member of JoSH include becoming the first Canadian Sikh to win both MTV India and MTV Pakistan awards Rup has also ventured outside of the realm of music to expand his career within the umbrella of the Performing Arts. Rup is also an actor, a producer, and a writer.