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The series premiere scored record ratings for the Disney Channel with 5.4 million viewers, a response "beyond our wildest expectations," according to the president of Disney Channel Entertainment.The show earned her a Young Artist Award nomination in 2007 for best performance in a TV series (Comedy or Drama).On December 25, Osment hosted the Walt Disney World Christmas Day Parade with Hannah Montana co-star Mitchel Musso.
Osment also had a voice over role in a movie called Holidaze: The Christmas That Almost Didn't Happen, which also featured the voices of fellow Disney Channel stars Brenda Song and Dylan and Cole Sprouse.
Throughout her career she has also starred as Cassie in R. Stine's: The Haunting Hour Volume One: Don't Think About It and most recently the Disney Channel Original Movie, Dadnapped as Melissa Morris.
Osment has expanded her repertoire into pop music and more recently indie rock where she has recorded teen pop hits like "I Don't Think About It" and, along with her Hannah Montana co-star Mitchel Musso, "If I Didn't Have You," and most recently "Once Upon a Dream." In October 2009, she released her debut EP, All the Right Wrongs which features songs co-written by her.
In 2003, she reprised her role in the third and final part of the Spy Kids trilogy, Spy Kids 3-D: Game Over, which grossed 7 million worldwide.
In 2006, Osment got the role of Lilly Truscott in the Disney Channel series Hannah Montana.