Momsen's career slowed for three years until she received the lead role in the never-aired WB series Misconceptions. Momsen appeared in the 2006 film Saving Shiloh and also the 2007 Walt Disney Pictures film Underdog, as Molly. She auditioned for the title role in Hannah Montana, and was in the top three, but the role was instead awarded to Miley Cyrus.
Taylor attended the Professional Performing Arts School in New York City. In 2008 Taylor Momsen starred as Jennifer in the movie Paranoid Park. Beginning in 2007 she played the character of Jenny Humphrey in The CW television series Gossip Girl. Momsen, who appeared in only four episodes through the first half of season four, was then scheduled for an indefinite hiatus from the show.
Momsen has stated that "music is where I can be me," saying that "Acting is easy. I've been doing it for so long and I totally love it. But you're playing a character instead of yourself. Music is more personal because you're writing it and you're involved in every step of it."
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