Gregory McCullough was raised in the Pacific Northwest where he sailed, skied, played football, and learned karate for self defense. He still enjoys these competitive activities. At an early age, he developed an interest in language, logic, grammar, and argument. The youngest of five boys, he had ample opportunity to hone his skills at dinner table discussions facilitated by his father, a retired orthopedic surgeon. His interests and competitive personality led him to pursue a career in law. He attended Seattle Preparatory School, Seattle University, and the University of Washington School of Law in Seattle, where he graduated in the top 10 per cent of his class and was admitted to the Washington State Bar in 1988. He served as a judicial law clerk for the Honorable Walter E. Webster Jr. of the Washington State Court of Appeals in Seattle from 1988 to 1990. He moved to Maine and was admitted to the Maine Bar in 1991, working first at the Sanford firm of Bourque & Clegg before starting his own practice in 1993. He has been at his current location, 1074 Main Street, since 1995.

    Attorney McCullough has taught the Sanford High School Mock Trial team since 1998. His two older children participated during all four of their high school years, and his youngest is in her second year on the team. "It allows me to pursue my love of teaching and the law," Mr. McCullough says of his mock trial coaching experience. "Even if none of my children pursue a career in law, like the other alums of Sanford's mock trial team, they will be infinitely better in whatever they do because of the knowledge and skills which they have gained during their mock trial experience."