In 2001, she featured in the Jazzy B's music video of Oh Kehri, which was immensely popular. She also did videos for Bombay Viking.
In 2003, she made her film debut in Feroz Khan's Janasheen. In 2007 Jaitley flew to New Zealand and shot her first international movie Love Has No Language, a romantic comedy. Whilst there she was targeted by a stalker who had followed her from India. Jaitley was said to be traumatized by the experience.