Leigh started acting at an early age and debuted in the film world at age 15 in 1997's "Kickboxing Academy". She started hosting in local TV shows and modeling; in 2001, Leigh nabbed the lead role in the box-office success "Not Another Teen Movie" as Janey Briggs. She also appeared in Marilyn Manson's music video "Tainted Love", a song which appeared in the film. She was ranked #65 on the Maxim Hot 100 Women of 2002. In 2002, Leigh was cast in two short-lived TV series: "Girls Club", in which she played lawyer Sarah Mickle, and "That '80s Show", in which she played punk rocker June Tuesday. She then became a series regular on the ABC legal drama "The Practice". Following that, she joined the cast of "Reunion" in September, 2005.