Mr. Shillinger started with the Monroe County Attorney’s Office in 2000 as an Assistant County Attorney. The Board appointed him County Attorney in 2012. As County Attorney, he is the principal legal advisor to the Board of County Commissioners and county staff. Mr. Shillinger is admitted to practice in Florida and Maryland (inactive) as well as before the U.S. Supreme Court, the 11th Circuit Court of Appeals, and U.S. District Courts for the Northern and Southern Districts of Florida. He is board certified by the Florida Bar as an expert in City, County, and Local Government law. He currently chairs the Judicial Nominating Commission for the 16th Judicial Circuit. He is also the immediate Past President of the Florida Association of County Attorneys. In 2025, he received the Florida Bar Government Lawyer’s Section’s Claude Pepper Outstanding Government Lawyer Award. He also received the Florida Association of County Attorney’s Bob Nabors award his contributions to that organization.
Mr. Shillinger received his Bachelor of Arts degree from Wake Forest University in 1987 and his Juris Doctor degree from the University of Baltimore in 1995. From 1987 until 1992, he worked for two members of the U.S. House of Representatives in various capacities. From 1995 until 2000, he served as an Assistant State Attorney in Key West, Florida, prosecuting all levels of offenses.