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Wiley is an Asheville native, and was able to watch all of Buncombe County's growth first hand.
Wiley attended Chapel Hill, graduating with a major in Political Science. After, he moved to Washington, D.C. where he worked in the United States Senate. Later, he joined the U.S. Department of the Interior, where he took a position within the Assistant Secretary's Office for the Bureau of Land and Minerals Management. Wiley then took a position in the Office of the White House Liaison for the Department.
After leaving Washington, Wiley enrolled in Elon Law School, recognized by the National Jurist as one of the Top 20 Most Innovative Law Schools, and later received the American Bar Association's Professional Award.