804-931-1158 hello@dunlaplawplc.com


picture of Tricia Dunlap, CEO and business attorney

Attorney Anna Flewelling is a 2013 cum laude graduate of the University of Baltimore School of Law and is admitted to practice in Virginia and Massachusetts. Her unconventional path to becoming an attorney included earning a Master of Divinity from Harvard. During law school, Anna was an editor of the Journal of Land and Development, a judicial intern for Judge Alexander Wright on the Maryland Court of Special Appeals, a law clerk for the Maryland Department of Planning, and a student attorney for the University of Baltimore Community Development Clinic. Her achievements demonstrate her tenacity and resourcefulness, traits that she brings to her work.

Anna knows what it means to build from the ground up, and she enjoys working with clients who are doing the same, approaching each client relationship with wisdom and empathy that only comes from a breadth of life experiences. She loves helping small businesses and non-profit organizations become economic engines in their communities and focuses her practice on helping business owners with employment and labor law issues. Anna doesn’t mind getting her hands dirty for clients and meeting them where they are, whether it be in the cow pasture or in the board room.

She has lived in three countries and six states but currently resides in the Shenandoah Valley and will be serving clients in Charlottesville, the Valley, and across Virginia. When she isn’t working, you’ll find Anna enjoying country music, reading romance novels, and attending local farmers markets.

Memberships and Service

  • Virginia State Bar
  • Massachusetts State Bar
  • Virginia Bar Association
  • Orange Downtown Alliance (Vice President 2019-present, Board member 2018-present
  • Green Pro Bono (Board Member 2015-2020, Volunteer 2015-present)


  • University of Baltimore School of Law (J.D., cum laude, land use, business organizations, and community development
    • Honors:
      Journal of Land and Development, Senior Staff Editor
      The Walter Sondheim Jr. Maryland Public Service Law Fellowship
      The University of Baltimore Law Scholarship
  • Harvard University
    M.Div, Ethics, Counseling
    2004 – 2007
    • Honors:
      Merit-based full scholarship
  • Warren Wilson College
    BA, Religion, Political Science
    2000 – 2004
    • Honors:
      2004 Algernon Sydney Sullivan Award
      2004 Senior Service Learning Award
      2004, 2002 Warren Wilson College Work
    • Award
      Dean’s List all four years
      Queen’s University Belfast
      2002 – 2003

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