Matthews moved to New York in 1986 where he worked for IBM for a short time, then joined his mother that same year in Charlottesville, Virginia, a town Matthews' family had lived in before he was born.
V roce 1986 se Matthews stěhuje do New Yorku, kde krátce pracuje pro IBM, ve stejném roce se také spojuje se svou matkou v Charlottesville ve Virginii, ve městě kde jeho rodina bydlela před Matthewsovým narozením.