Kevin Drum grew up in Pinehurst since he was 12 years old. He worked through high school as a busboy at the Pine Crest Inn and then attended the University of South Carolina where he worked part time in the sports information department. He went on to work for the Tenneco Corporation public relations department and then as a Zone Manager developing marketing and business development strategies. In 1987, Kevin decided to start his own strategic marketing & consulting business, Drum Media Group, and move back home to Pinehurst.

Kevin is married to Dr. Jennifer Stoddard, a local doctor in private practice who serves patients at First Health Moore Regional Hospital, and has three kids. He served on the Village Center Enhancement Committee in 2013 and, partly as a result of that experience, he decided to buy a bankrupt business in the village and created the now thriving Drum & Quill Public House. He also serves on the Historic Commission Update Committee and Planning & Zoning Board.