Bob Gualtieri began his law enforcement and public service career over 35 years ago as a detention deputy working in the Pinellas County, FL jail. After attending the police academy, he joined the Dunedin Police Department as a patrol officer and later rejoined the Pinellas County Sheriff’s Office as a law enforcement deputy. His service in the agency included several years conducting domestic and international drug trafficking investigations as part of a DEA task force. 

Sheriff Gualtieri earned his bachelor’s degree from Eckerd College in St. Petersburg and his law degree from Stetson University College of Law. After graduating from Stetson and being admitted to the Florida Bar, Bob entered private practice in Tampa, specializing in labor and employment defense.

Returning to the Pinellas County Sheriff’s Office in 2006 as its general counsel, he was appointed chief deputy in 2008. Sheriff Gualtieri served in the dual role of general counsel and chief deputy until his appointment to the office of sheriff in 2011. He was elected in 2012 and reelected in 2016.

Sheriff Gualtieri is active in many community organizations and serves on the Pinellas County Homeless Leadership Board, and the boards of directors for the Boys and Girls Clubs of the Suncoast and the Pinellas Sheriff’s Police Athletic League. Sheriff Gualtieri has also received many awards and recognitions for his effort to improve public safety, including being named 2014 Sheriff of the Year by Crisis Intervention Team International for his work on mental health issues.

Sheriff Gualtieri serves on the board of directors for the Florida Sheriffs Association (FSA) and as the treasurer on the Executive Board of the Major County Sheriffs of America (MCSA). He is the chair of the FSA Legislative Committee and the MCSA Legal Affairs Committee. He is also an Executive Fellow for the Police Foundation, member of the National Sheriff’s Association, International Association of Chiefs of Police, and the Police Executive Research Forum.