He later served as the Secretary of State of Maryland in the administration of William Donald Schaefer from 1987 to 1993.
Born in Prince George's County, Kelly grew up in Brentwood[3] and while in his teens owned a restaurant and a chain of mobile food stands.
Before entering politics, Kelly started a business while in his teens called Winnie's Chuck Wagon.
He served as the President of Prime Cable of Maryland, 1985–88, the chair of the board of directors and chief executive officer of the Dimensions Healthcare System, 1985–2003.
[3] His service in community organizations included his membership with the Prince George's Community College Foundation, the Healthcare Reform Task Force, Maryland Hospital Association, Maryland Chamber of Commerce, Prince George's County Chamber of Commerce, American Cancer Society, Apartment/Office Building Association, Kiwanis Club, Knights of Columbus, Prince George's Jaycees, and Lions Club, and work as a lector and cantor at St. Jerome's Catholic Church in Hyattsville, Maryland.