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Anthony Holloway began his law enforcement career with the Clearwater Police Department in 1985. Upon his retirement in 2007, he was selected as the Chief of Police for the City of Somerville, Massachusetts. In February 2010, he rejoined the Clearwater Police Department as Chief of Police, and in August 2014, he was selected and now serves as Chief of Police for the St. Petersburg Police Department.
Chief Holloway earned his Bachelor of Arts degree (Business Management) in 1999 and Master’s degree (Business Administration) in 2001. He is a June 2005 graduate of the course of study in Executive Strategic Management, Police Executive Research Forum, Senior Management Institute for Police at Boston University. In June of 2011, he was awarded a Certificate of Completion for the Senior Executives in State and Local Government Program from Harvard University, Kennedy School of Government, Executive Education. In August of 2015, he successfully completed the Executive Leaders Program at the Naval Postgraduate School’s Center for Homeland Defense and Security, Monterey, California; and in September of 2016, he successfully completed the Federal Bureau of Investigation’s National Executive Institute (Class #39).
Chief Holloway has taught law enforcement to governmental, military, educational, and community organizations throughout Florida. He serves as Co-Chair of the Law Enforcement Committee on Criminal Justice Section of the American Bar Association, Chair of the Florida Regional Community Policing Institute and Chair of the Commission for Florida Law Enforcement Accreditation, Inc. Chief Holloway currently serves on the Florida Supreme Court Standing Committee on Fairness and Diversity and the Florida Supreme Court Racial and Ethnic Disparities Advisory Workgroup. He sits on the Board of Directors for the Homeless Emergency Project. In addition to serving as consultant/trainer to organizations such as the Department of Juvenile Justice, U.S. Department of Justice, and St. Petersburg College, Chief Holloway also serves on the nominating committee for Senator Bill Nelson’s United States Armed Forces Academy Board. In May of 2018, Chief Holloway was named a Distinguished Fellow at the Joint Special Operations University (JSOU) at MacDill Air Force Base for his contributions to a branch of learning associated with national security and special operations.
Chief Holloway is married to Andra Todd Dreyfus of Clearwater, an attorney.