O'Reilly started her acting career in 2003 with the film Bill the Intern. She's appeared in other films like Dinocroc, Nancy Drew, Just Add Water and Forgetting Sarah Marshall. She has also appeared on television shows such as CSI: NY, Unhitched, The Vampire Diaries and Prime Suspect.In 2011 she was a part in the movie The Help based on Kathryn Stockett's best-selling novel with the same title, a period piece set in Jackson, Mississippi, in the 1960s. The film received favorable reviews and became a box office success, grossing $211,608,112. The film also took home a number of ensemble awards , including National Board of Review Award, Screen Actors Guild Award and Satellite Award. O'Reilly was a co-star in the film Jobs, alongside Ashton Kutcher and Josh Gad which chronicles the life of tech pioneer Steve Jobs.In 2016, she starred in the Roundabout Theatre Company off-Broadway production of The Robber Bridegroom.A cast recording featuring O'Reilly in her character of Rosamund was released on September 9, 2016.
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