Guiry was born in Toms River, New Jersey, and attended St. Gregory the Great school in Hamilton Township, Mercer County, New Jersey from kindergarten through eighth grade, and then high school at Notre Dame High School in Lawrenceville, New Jersey.
His most notable appearances were in The Sandlot, U-571, The Mudge Boy, Black Hawk Down, Mystic River, and The Four Diamonds. Guiry played Jimmy Donnelly on the NBC drama The Black Donnellys.
In 2009, Guiry married his wife, Janelle, at the Crown Reef in Myrtle Beach, South Carolina. In August 2013, he was arrested at George Bush Intercontinental Airport in Houston, Texas, for allegedly head-butting a police officer after he was told he was too drunk to board a flight.

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