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O'Grady lived in the city of Wheaton, Illinois and attended Wheaton North High School in the year 1981. She is the daughter of Jan O'Grady (a finance planner) and Jim O'Grady. The city of her birth was Detroit, Michigan, the daughter of Jan and Jim O'Grady who were financial planners. She appeared on a few commercials for television before moving from Illinois to Los Angeles. The career of O'Grady began as model and actress for commercials in Montgomery Ward. She first appeared on screen in the romantic drama She's Having a Baby in 1988. She later played a recurring lead in ABC Drama China Beach alongside Dana Delany. In addition, she guest-starred on several other shows, and was a part of made for films and television shows. Her first major role was as Donna Abandando on the ABC Police show NYPD Blue. O'Grady was the long-haired secretary of the unit from 1993 until the year 1996. The actress was nominated in the Emmy Award for Outstanding Supporting actor in a drama for every year. The actress was awarded the Screen Actors Guild Award in 1995 for her outstanding performance in an ensemble of actors in an action show.