Roger began his development career in 1972 when he joined the Sea Pines Company at River Hills Plantation near Charlotte, N.C. He later moved to Richmond, Virginia, to join the team at Brandermill where he became senior vice president of sales and marketing. In 1983, Roger returned to North Carolina to develop Woodcroft, an 800-acre community located in Durham near Research Triangle Park.

A graduate of the University of North Carolina at Chapel Hill and The Executive Program at UNC Kenan-Flagler Business School, Roger has served on numerous boards and committees at the university including two terms as a Board of Trustee member and one as Chair of the Board of Trustees. During his tenure, he was a part of approximately $2 billion in new construction for the University and the master plan approval of a new, 250-acre research and mixed-use academic campus Carolina North. He also served as Chair for the $9 million renovation of Finley Golf Course.