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Encouraged by their mother, both Hilary and her sister enrolled in acting, singing, and ballet classes.

Duff stated, "My sister and I really showed an interest in [performing] and dedication, and [our mother] was like, 'How can I tell my kids no?

The album was initially distributed through Walt Disney Records, with Buena Vista later re-releasing the project.

It went on to receive a Gold certification from the Recording Industry Association of America (RIAA) for shipments exceeding 500,000 copies.

While "So Yesterday" achieved Platinum status in Australia, "Come Clean" went on to become her first hit in the United States.

Later that year, Duff co-starred as one of the twelve children of Steve Martin and Bonnie Hunt in the family comedy Cheaper by the Dozen, which remains her highest-grossing film to date.

The series proved to be a hit, leading to a film adaptation of the series to be released.

Scott Foundas of Variety called Duff's performance "charming," and thought she was "sidelined with little to do much of the time." The film saw her also portraying the character of Isabella Parigi, an Italian pop star who Mc Guire is later mistaken for.

She later began work on an album, releasing the Christmas themed Santa Claus Lane (2002) through Walt Disney Records.

Upon signing with Hollywood Records, Duff began working on her second studio album, Metamorphosis (2003).

Her Daddio co-star Michael Chiklis stated, "After working with her the first day, I remember saying to my wife, 'This young girl is gonna be a movie star.' She was completely at ease with herself and comfortable in her own skin." Disney began marketing the series through soundtracks, books, dolls, toys, and video games based on Duff's character; the company reportedly made an estimated 0 million from the show's merchandise alone.

Santa Claus Lane was released in October 2002, charting in the lower portion of the Billboard 200 chart in the United States.