He formerly served as Director, President and CEO of Middleburg Financial Corporation. Additionally, he was Senior Vice President of Fauquier Bankshares, Inc. Mr. Shook served as a Director of the Loudoun County Chamber of Commerce, has served as Vice Chairman of the Fauquier Chamber of Commerce; Chairman of the Bluemont Concert Series; President of the Rotary Club of Warrenton; and Senior Warden and Vestryman of St. James’ Episcopal Church. He serves as a Director and is a past Chairman of the Virginia Bankers Association. He is Chairman of the Government Relations Committee of the Virginia Bankers Association and Chairs the American Bankers Association’s Voter Education Fund. He is a Trustee and member of the Executive Committee of the Virginia Foundation for Independent Colleges and a Director and Audit Chair of Shrine Mont, The Cathedral Shrine of the Transfiguration and Conference Center. He is also a Member of the CEO Cabinet of Loudoun County and a Member of the Loudoun Laurels Committee. Mr. Shook holds a Bachelor of Arts degree from the University of Virginia. Additionally, Shook is married to Ann-Rodman Shook and together they have four children and a dog named Couper.

He is an experienced entrepreneur having started three companies and an experienced angel investor having made several personal angel investments and co-managed the Virginia Active Angel Network in Charlottesville, Virginia from 2005 to 2012. Dick was adjunct faculty at the Darden School from 1988 to 2008, adjunct faculty at UVA Law School from 2008 to 2017 and adjunct faculty at UVA Engineering School in 2008-2009. At all three schools, he developed and taught courses relating to small business finance and investment and healthcare economics. He holds B.A., MBA, and JD degrees from the University of Virginia and is the author/co-author of five books.

He served as the Secretary of Commerce and Trade for the Commonwealth of Virginia for 4 years, contributing significantly to economic development, job creation, tourism, film, industry regulation and safety, housing, and a number of other commerce-related fields. He is currently of counsel at the law firm of Lee and Hayes and is working with several private equity and angel investment firms. He also teaches at the University of Virginia School of Engineering.