Mr. Billingsley has been a lawyer since 1980. For a number of years he was in private practice handling a variety of matters including insurance defense, employment relations, and public law. He was appointed by the Tennessee Supreme Court as a hearing officer for the Board of Professional Responsibility, and he served in that capacity for five years.

He has taught courses at community colleges, including Law and Banking, Business Law, and Real Estate Law. He regularly makes presentations at state wide association meetings on risk management, school law, employment law, and municipal law. He also speaks at national association meetings.

Since 1994 he has served as the full time city attorney for Kingsport, Tennessee, where he oversees the legal and risk management functions for the city. He represents the city and its school system in legal matters. He is a past president of the Kingsport Bar Association and the Tennessee Municipal Attorneys Association. During his tenure he has twice served as the acting city manager for Kingsport.