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O'Grady's father is Jim O'Grady. Her mother, Jan, was a financial planner. Her birthplace was in Detroit, Michigan. She is the child of Jim and Jan who were financial planners. She appeared on a few television commercials, before moving into Los Angeles. O'Grady's career began as an actress in commercials and models with Montgomery Ward. She made her debut on screen in 1988 in the romantic comedy she's Having a Baby. She was then cast as the main character in ABC drama China Beach opposite Dana Delany. She also appeared as a guest on several TV shows. The actress appeared in independently produced and made-for-TV movies. Donna Abandando played her first leading role on ABC's NYPD Blue the police drama. O'Grady was the long-haired secretary of the team from 1993 to 1996. She was nominated to win an Emmy Award for Outstanding Supporting actress in a drama series each year. In 1995, O'Grady was awarded the Screen Actors Guild Award Outstanding Ensemble Performance in Drama Series along with the cast.