Headley Law, P.A.
Attorney at Law
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James R. “Jim” Headley, Esquire

Jim attended the University of South Florida (USF) immediately following High School in Saint Petersburg and earned his Bachelor of Arts degree in Political Science in 1997. After graduating from USF, Jim enlisted with the United States Army. Mr. Headley was medically retired from the Army in 1999 and began representing veterans, free of charge. During this time he was employed by the Disabled American Veterans (DAV) and handled hundreds of cases for veterans in need of assistance with their Veterans Administration claim for compensation, pension or educational benefits. Mr. Headley attended Stetson University College of Law and graduated in 2003. During his three years at Stetson, Jim also received a Master of Business Administration from Stetson University School of Business Administration. Jim represented insurance carriers and employers in the area of Workers’ Compensation and insurance carriers in Personal Injury Protection (PIP) defense. Jim also represented the Florida Department of Children and Families while working for the Florida Attorney General’s office of Children’s Legal Services. He represented the Department in all aspects of removing children from situations in which they were abandoned, abused or neglected.

Jim Headley currently represents clients in the areas of Criminal Law, Personal Injury, Family Law, Social Security Disability, Forfeiture Defense, Workers’ Compensation, Veteran’s Service-Connected Compensation, Veteran’s Non-Service-Connected Pension and Will Preparation/Trust Preparation.



Scott A. Headley, Esquire


Scott attended Eckerd College immediately after High School in Saint Petersburg and earned his Bachelor of Arts degree in Business Management in 1989. He received a Law Degree from Stetson University College of Law in 1992. He worked as an intern for the Saint Petersburg Police Department while a student at Stetson. He began his career as a staff attorney for the Department, and continued this position for eighteen (18) years. Scott’s position involved advising the Police Chief and officers as well as conducting litigation for the city. A vast majority of his career with the city involved Civil Forfeiture matters. A Civil Forfeiture, as outlined by Florida Statute 932.701-706, involves property and the ability of the agency/department to seize items that are either used in a commission of a Felony or obtained with funds/proceeds earned by felonious acts.

Scott Headley currently represents clients in the areas of Criminal Law, Personal Injury, Family Law, Social Security Disability, Forfeiture Defense, Workers’ Compensation and Will Preparation/Trust Preparation.