 Ashore, Holloway served as the nuclear power officer recruiter at Naval Recruiting District, Philadelphia, and as an instructor and executive assistant for the chairman, Seamanship and Navigation Department at the United States Naval Academy's Professional Development Division.He also served as the assistant commander assignment officer and the cruiser destroyer placement branch chief at the Navy Military Personnel Command, on the Joint Staff in the Information Operations Directorate (J39), as director, Surface Officer Distribution Division (PERS-41) and as assistant commander, Navy Personnel Command for Career Management (PERS-4) in Millington, Tennessee.Holloway earned a Master of Science degree in Management Information Systems from George Washington University and a master's degree in National Security and Strategic Studies from the National War College.