Chief of Operations John Holloway joined the Lee
County Sheriff’s Office in 2013 following more than two decades of experience
as a police officer, detective and trial attorney in Lee and Collier Counties. His current role overseeing LCSO’s Operations
and Legal Services Bureaus allows him to bring his training and experience in
law enforcement and the practice of law to an agency steeped in the tradition
of excellence and integrity.
As a police officer and detective for the City of Naples Police and Emergency Services Department, in addition to his regular assignments, Chief Holloway was certified and performed as a Critical Incident/Hostage Negotiator, Traffic Homicide Investigator, Field Training Officer and Firearms Instructor. As a Detective, Chief Holloway conducted and participated in investigations into a wide variety of crimes, ranging from thefts, frauds, money laundering and robberies to homicides. Chief Holloway, as a Naples Police Detective, and in conjunction with other state and federal agencies, operated both as supervising and undercover officer in numerous narcotics-related investigations and interdiction operations throughout Florida and elsewhere.
While employed with the Naples Police Department, Chief Holloway attended the Shepard Broad Law School at Nova Southeastern University, where he received his Juris Doctorate Degree.
Chief Holloway is married with 4 children. His wife, Kathleen, and his daughter, Marissa, are both attorneys employed in corporate management positions. His daughter Morgan is a hospital based Speech-Language Pathologist; and his two youngest children, Corazon and Turner, attend local middle schools.