Riley is a West Virginia native, born in Morgantown. He began his career working as a welder in a rock quarry maintaining mining equipment in the Eastern Panhandle. While welding, he put himself through College and eventually on to receive a Master’s Degree from the National Defense University.
Riley is a member of the Shepherdstown Rotary Club, Shepherdstown Community Club, the West Virginia Society Sons of the American Revolution, the West Virginia Farm Bureau, the Eastern Panhandle Business Association, and the International Institute for Strategic Studies. He resides in Harpers Ferry with his wife Mina and daughter Lena.