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Born on January 23, 1963, in Detroit, Michigan, Gail Ann O’Grady is the daughter of Jim O’Grady and Jan O’Grady. She spent most of her childhood in Wheaton, Illinois, alongside her brother Michael. She graduated from Wheaton North High School in 1981. Gail developed an early passion for performance, which led her to begin appearing in television commercials shortly after graduation. In 1986, she moved to Los Angeles to pursue acting professionally and gained early work in advertising, including serving as a model for Montgomery Ward.
Gail O’Grady made her television debut in 1986, playing Julia McCullough in the legal drama Matlock. Her breakthrough came with the critically acclaimed television series NYPD Blue, where she portrayed Donna Abandando from 1993 to 1999. This role earned her significant recognition and multiple Emmy Award nominations.
She has made numerous television appearances throughout her career. Notable roles include Victoria Letour in Superboy (1989), Robin Dishman in Murder, She Wrote (1992), Patricia Stone in Burke’s Law (1994), and Judge Gloria Weldon in Boston Legal (2007). O’Grady also played key roles in series such as American Dreams as Helen Pryor (2002–2005), Two and a Half Men as Mandi (2006), CSI: Crime Scene Investigation as Mrs. Towne (2007), Desperate Housewives as Anne Schilling (2008), Ghost Whisperer as Karen Westen (2009), Hellcats as Wanda Perkins (2010), Castle as Margo Gower (2013), The Crazy Ones as Hannah Sharples (2013), and Code Black as Margaret O’Brien (2015).
O’Grady transitioned to film with her debut in the 1987 television movie Billionaire Boys Club, where she played Judy. She continued to take on various roles in film, including Laura in She’s Having a Baby (1988), Shelly in Nobody’s Perfect (1990), and Cindy Ellis in Parker Kane (1990). She also appeared as Sara in The Hit Man (1991) and Paulette Gill in Trial by Fire (1995).
Other noteworthy film credits include Rowena in That Old Feeling (1997), Claire in Deuce Bigalow: Male Gigolo (1999), Maggie Stanley in Out of Sync (2000), Jess Gradwell in Sex and the Single Mom (2003), and Jane in Tricks (2004). She has also starred in An American Carol as Jane Wagstaffe (2008), Shadow on the Mesa as Mona Eastman (2013), The Mystery Cruise as Alvirah Meehan (2013), and Justice Served as Dr. Helen Florentine (2015).
Gail O’Grady has been married six times, with each marriage ending in divorce. Her first marriage was to her high school sweetheart, Richard Dasko, in 1981. She has one child, a son named Michael Colton O’Grady, from her relationship with John Stamatakis. Her son was named in honor of her brother Michael. Her marriage to Stamatakis ended in 2008.
Throughout her extensive career in both television and film, Gail O’Grady has built a respected reputation in the entertainment industry. As of current estimates, her net worth stands at approximately $3 million, reflecting her success as an actress and model.
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