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John Holloway

Executive Director John Holloway’s role at the Lee County Sheriff’s Office 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.

Before joining the Sheriff’s Office, Director Holloway practiced as a trial attorney in Lee and Collier Counties, a career that followed over two decades experience as a police officer and detective, culminating with his retirement from the City of Naples Police and Emergency Services Department.

During his career as a police officer and detective, in addition to his regular assignments, Director Holloway was certified and performed as a Critical Incident/Hostage Negotiator, Traffic Homicide Investigator, Field Training Officer and Firearms Instructor. As a detective, Director Holloway conducted and participated in investigations into a wide variety of crimes, ranging from thefts, frauds, money laundering and robberies to homicides. Director 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, Director Holloway attended the Shepard Broad Law School at Nova Southeastern University, where he received his Juris Doctorate Degree.

Director Holloway is married with 4 children. His wife, Kathleen, and his daughter, Marissa, are both attorneys employed in management roles with local corporations; his daughter Morgan is completing her Masters Degree in Speech Pathology, and his two youngest children, Corazon and Turner attend a local grade school.