A native of Fort Saskatchewan, Alberta, Canada, the 1.65m (5 ft. 5 in.) Lilly was discovered on the streets of Kelowna, British Columbia by Ford modeling agency. Although she initially decided to pass on a modeling career, she went ahead and signed with Ford anyway, to help pay for her University of British Columbia tuition and expenses. Despite being signed to Ford Models, Inc., she was never actually a fashion model. - "People don’t realise Ford has an acting branch,” she said. “So I was never really a model.”
She was previously featured in several LiveLinks Chatline television commercials, which were shown on David Letterman's Late Show when she was a guest, and on G4's Judgment Day.
She appeared (uncredited) in the 2003 film Freddy vs. Jason as a high-school girl leaning against a locker.
When Lilly was cast as Kate in Lost, she still had to obtain a work visa to enter the United States. With production literally days away and no news about the visa, casting directors were forced to begrudingly begin re-casting the role of Kate. After nearly 20 auditions, Lilly's visa finally cleared and she arrived on set a day late. Her salary in 2004 for Lost was $36,000.
On the heels of her role in Lost, she was voted one of the Breakout Stars of 2004 by Entertainment Weekly. Additionally, Lilly came in second on Maxim's Hot 100 list
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