For the first twenty-three years of his career, he was in a small litigation-oriented law firm where he focused mainly on land use, zoning and development areas. He was involved in a number of cases involving different areas of constitutional law, including eminent domain, freedom of speech and association, due process, and equal protection. Gary taught various law-related classes to undergraduate and graduate students as an Assistant Adjunct Professor at the University of Cincinnati from 1986 through 2011. In 2011, Gary became General Counsel for a natural-based chemical company in Cincinnati.