Dudley has been practicing law since 1965 and was a founding member of Bridgforth & Buntin. Throughout his legal career, he has been instrumental in advising clients on zoning, planning, land use and real estate development matters and negotiating and closing commercial and residential transactions in Mississippi and Tennessee. He also handles estate planning, wills, trusts and probate matters. While in law school, Dudley was a member of Phi Delta Phi, and he was the Chairman of the Moot Court Board. From 1968 until 1972 he was a member of the Mississippi State Legislature.