

Pill played roles in four more TV movies before the age of fourteen. After roles in two more television movies, she landed her first feature film role, a small-budget Canadian movie called The Life Before This in 1999, followed by the role of Jacob's older sister Marfa in Jacob Two Two Meets the Hooded Fang. At 12, she landed roles in two TV movies and a mini-series, a guest appearance on the TV series Psi Factor and voiced the character "Cornflower" on the animated series "Redwall" (1999–2001). By the time she was 11, she had played a guest role on an episode of the children's series The New Ghostwriter Mysteries. Her mother tried to discourage Pill by getting her a job as a background performer on the series Kung Fu: The Legend Continues. As a member of the Toronto Children's Chorus, she was chosen to narrate one of their performances.

Pill decided to become an actor when she was 10 years old.
