Charlottesville Chapter


CAV Angels’ Charlottesville chapter serves as a centerpoint for the club, prioritizing strong relationships with the University and beyond. With an ever-growing population of UVA alumni in the entrepreneurial and investing spheres of the surrounding area to connect with, the Charlottesville chapter consciously fosters the entrepreneurial ecosystem among all members of the UVA family in the Virginia northwest. The Charlottesville chapter is prominently supported by McGuireWoods and Blue Ridge Bank, two of CAV Angels’ generous sponsors, in its educational and networking endeavors. Please see below for more information on the CAV Angels Charlottesville chapter.


Gary Shook
Chapter Co-President

Gary R. Shook currently serves as President of Blue Ridge Bank and Chief Operating Officer of Blue Ridge Bankshares, Inc. Prior to March 16, 2018, he served as a Director of Access National Bank and Access National Corporation, President of the Middleburg Bank Division, Chairman and CEO of Middleburg Investment Group and Chairman of Middleburg Trust Company.

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.
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Richard Crawford
Chapter Co-President

Richard Crawford is the Chairman of the Crawford Group, Inc., a private multi-unit investment business with activities in agriculture, real estate, and advanced technology.

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.
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Jim Cheng
Chapter Co-President

Jim Cheng, JD/MBA, is a successful entrepreneur and venture capitalist. He founded, led, and successfully exited an IT services firm that he grew from 5 people to 550 people in 9 years, and has started and led additional ventures since.

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.
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If you are interested in learning more about the Charlottesville chapter of CAV Angels, please contact Dick Crawford at or Jim Cheng at General inquiries about membership can also be directed towards our team via the Contact Us page.


If you are interested in attending upcoming CAV Angels events in Charlottesville, please visit our Events page.