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Witt later had a critically acclaimed role as a disturbed teenager in Fun (1994), and appeared as a music student in Mr. Holland's Opus (1995), and as a terrorized college student in the horror film Urban Legend (1998). She then appeared in Cameron Crowe's Vanilla Sky (2001), Last Holiday (2006), and the thriller 88 Minutes (2007). Witt has made television appearances in The Walking Dead, The Sopranos, Nashville, Two and a Half Men, Friday Night Lights, Law & Order: Criminal Intent, Cybill, Justified, Twin Peaks: The Return, and Orange Is the New Black. In addition to acting, Witt has been described as a musical prodigy, as an accomplished pianist, singer, and songwriter. She released her self-titled debut album in 2009. Witt has also appeared in six Hallmark Channel movies, and one Hallmark Movies and Mysteries Channel movie.

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