Regina R. Gillespie was born near Boston, Massachusetts in 1958 and was raised in South Florida, moving to Florida before she started elementary school. During her early career, she was a paralegal, a mortgage banker, and the manager of a title insurance company. Regina was thirty-three years old when she began her first year at Wake Forest School of Law. Highlights of her Law School accomplishments include winning her first year Moot Court competition, competing in Chicago and New York Moot Court competitions, and membership in The Order of Barristers. Regina graduated from Wake Law in 1993, a single mother with two children. Her son, Neil, is a successful business owner of Boss Consulting. Her daughter, Linda is an attorney practicing in Charlotte.
Regina began her career as Regina L. Robinson working for Attorney Sarah S. Stevens in Mount Airy, North Carolina, and opened her own office in Mount Airy in January of 1995. In 1998, Regina married Attorney James D. Gillespie and moved her office to Dobson, North Carolina, to be closer to her new home in Jonesville, North Carolina, and to her new blended family.
Regina is a member of the North Carolina State Bar, the North Carolina Bar Association, the Twenty-Third District Bar Association, past President of the Surry County Bar Association, former Secretary/Treasurer of the Twenty-Third District Bar Association, previously sat on the Board of Directors of the Yadkin Valley United Fund, and is a member of Elkin Presbyterian Church