Mr. Bailey joined the Department of Justice's Terrorism and Violent Crime Section (TVCS) in 1991 where he handled litigation and investigations, managed departmental policies governing criminal enforcement and intelligence collection, and participated in the negotiation of international treaties concerning terrorist funding. He subsequently served as Special Counsel and Special Investigative Counsel to the Department's Inspector General while conducting investigations of senior Department officials and sensitive departmental programs.
In 2000, Mr Bailey joined the Computer Crime and Intellectual Property Section (CCIPS) where he has prosecuted cases involving federal violations of computer crime and intellectual property statutes; advised on matters related to searching and seizing electronic evidence, investigating and prosecuting network intrusions, and conducting electronic surveillance; and chaired the Organization of American States' Group of Government Experts on Cybercrime. He has been Special Counsel for National Security in CCIPS since 2008.
In 2009, he accepted a position as Senior Counselor to the Assistant Attorney General for the National Security Division, where he managed issues associated with cybersecurity, critical infrastructure protection, and national security investigations and operations involving cyber threats to national security. In 2012, he managed and set cyber policy for the Department of Justice as an Associate Deputy Attorney General before returning to the Criminal Division in 2013.
Mr. Bailey received his B.A. from Yale University in 1987 and his J.D. from Yale Law School in 1991. He is an adjunct professor at Georgetown Law School, where he teaches cybersecurity law.