Sheriff Rick Ramsay
The Sheriff, by law, is the chief law enforcement officer in Monroe County with the full authority and responsibility to uphold the law and preserve the peace. The Sheriff is charged with protecting the lives and property of citizens and visitors in the county. The Sheriff is ultimately responsible for every division and department in the Monroe County Sheriff’s Office. He is in touch, day to day, with the activities of the Sheriff’s Office through his command staff.Sheriff Ramsay
Colonel Lou Caputo
The undersheriff holds the rank of colonel and is second in command of the Sheriff’s Office. He is responsible for the day-to-day actions of personnel and for enforcement of general orders and policy within the Sheriff’s Office. He also handles the disposition of disciplinary action.
The colonel oversees all Sheriff’s Office bureaus, including operations, corrections and administrative bureaus.
Chief Mike Rice
The Sheriff’s Office Bureau of Administration is responsible for all support services within the Sheriff’s Office. It is headed up by Bureau Chief Mike Rice, who is a member of the Sheriff’s command staff and is the Sheriff’s main advisor when it comes to the administrative functions of the Sheriff’s Office.
The bureau includes the Finance Division, Central Records/Warrants, Information Systems, Property and Evidence, Human Resources, Emergency Communications, Risk Management, and Grants Administration.
General Counsel Patrick McCullah
The general counsel advises Sheriff Ramsay and senior command staff on a wide range of civil, criminal, and administrative matters. The general counsel serves as the chief labor and contract negotiator and liaison to outside counsel, the State Attorney’s Office, and several federal task forces. The general counsel oversees litigation related to the forfeiture of seized assets, provides legal updates and training, and works with staff to monitor potential risk and develop policy.
Major Chad Scibila
Major Chad Scibilia oversees the Bureau of Law Enforcement. He oversees all road patrol divisions and general law enforcement.
Major Tim Age
Major Age is responsible for the entire Corrections Bureau of the Sheriff's Office. He oversees the three jails and all the corrections officers as well as support staff and contractors.
Captain Lee Ann Holroyd
Captain Holroyd oversees the Professional Standards and Internal Affairs divsions. She is also responsible for the Key West International Airport and the School Safety Program