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 his 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, and 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 2015, he completed the Executive Leaders Program at the Naval Postgraduate School’s Center for Homeland Defense and Security, Monterey, California; and in September 2016, he completed the Federal Bureau of Investigation's National Executive Institute (Class #39).
Chief Holloway has taught law enforcement to national and international governmental, military, educational, and community organizations. He currently serves as Chair of the Florida Police Chiefs Association Subcommittee on Accountability and Societal Change, Co-Chair of the Law Enforcement Committee on Criminal Justice Section of the American Bar Association, and Chair of the Juvenile Justice Advisory Council. In addition to serving as a trustee emeritus with Gulf Coast Jewish Family and Community Services, Chief Holloway also sits on the Board of Trustees of St. Anthony’s Hospital Foundation and is Co-Chair of the Governance Board of the Executive Committee of Law Enforcement Information Exchange (LInX). 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. In June of 2021, Chief Holloway was named the 2020 Outstanding Chief Executive of the Year by the Florida Police Chiefs Association in recognition of his exceptional performance and support and advancement of the law enforcement profession.
Chief Holloway is married to Andra Todd Dreyfus of Clearwater, an attorney.
The Office of the Chief can be reached at 727-893-7563