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Osment also appeared in the Disney Channel Hannah Montana promotion "Hannah Montana's Backstage Secrets," in which she portrays Lola in a fictional interview set in the show's canon.
In addition, Osment helped to design some of the pieces from the Hannah Montana clothing collection which Disney released in the latter part of the summer in 2006.
The same year, she co-starred alongside Glenn Close in the Hallmark Classic telefilm Sarah, Plain and Tall: Winter's End, a role that would lead to a nomination for a Young Artist Award.
The song was first recorded by Berry in 1958 Her father is an actor of various films and appeared in Osment's movie debut Soccer Mom, and her older brother is the Academy Award-nominated actor for "The Sixth Sense" Osment was raised as a Catholic.
From there she went on to feature in many commercials, after which she made her acting debut in the 1999 film The Secret Life of Girls, featuring Eugene Levy and Linda Hamilton.
In October 2009, she released her debut EP, "All the Right Wrongs" which features songs co-written by her.
All the Way Up was released as her first single and accompanied by a video featuring Push Play as her back-up band.
On December 1, 2009, Osment released a cover of a rock Christmas favourite Run, Rudolph, Run.