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Gilbert decided at age six that she wanted to be an actress after her older sister, Melissa Gilbert, got a plaque on the Hollywood Walk of Fame.
Following appearances in television movies and a commercial for Kool Aid, at the age of thirteen she landed the role of Darlene Conner, the sarcastic middle child, in Roseanne.
Sara was a cast member during the show's nine-year run from 1988 to 1997, for which she also wrote a fourth-season episode story ( the teleplay was written by the Guild Writers for the show ) called " Don't Make Me Over ".
Her contribution was considered so important to Roseanne that the show's producers juggled storylines and taping schedules to allow her to study at Yale University while remaining part of the cast, shooting remote segments of Darlene at a soundstage in New York.
At Yale, she majored in art with an emphasis on photography ; she graduated with honors in 1997.

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