David L. Winstead and his wife, Page, have lived in the Village for twenty-four years. They are the proud parents of three children: a son living in New York City, a daughter at Middlebury College and a daughter at University of Pennsylvania School of Veterinary Medicine. Mr. Winstead previously served as Board Secretary from 1987 to 1989.

Mr. Winstead is an attorney with the law firm of Ballard Spahr LLP, where he practices in the areas of real estate, transportation, public-private partnerships and legislative/regulatory matters. From 2005-2008, he served as Public Buildings Commissioner of the United States, and from 1995-1999 as Secretary of Transportation for the State of Maryland. He has also served as Vice Chairman of Montgomery County's Board of Social Services, and in 2002, as Chairman of the Federal Commission to Ensure Consumer Information in the Airline Industry.

As a member of the Chevy Chase Village Board of Managers, Mr. Winstead's expertise in real estate and transportation matters, as well as his experience with the officials and governance in both Montgomery County and the State of Maryland, provides an important perspective to Board deliberations. During this current term, he has assisted in numerous transportation, development and traffic issues, as well as state assistance with enhancements along Connecticut Avenue and Brookville Road.