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Born in Nebraska and raised in Kentucky, she graduated with honors from Central Hardin High School. After high school, Bailey graduated magna cum laude from Morehead State University, earning a Bachelor of Science in Agriculture with an emphasis in Business in 2016.
Bailey went on to the Appalachian School of Law, in Grundy, VA, where she obtained her J.D. in 2020. During her time there, she served as president of the Student Bar Association. Bailey also served as a Student Ambassador and participated as a member of both the Mock Trial and Moot Court teams. During law school, Bailey clerked for The Honorable Elizabeth A. McClanahan, formerly of the Supreme Court of Virginia.
Bailey is an avid reader and enjoys exploring the Hampton Roads area with her husband, Kaleb, and her son, Killian.
- J.D., Appalachian School of Law
- B.S., Morehead State University
- Virginia Business Legal Elite, 2022-2023
- National Trial Lawyers, 40 under 40, 2023
- Super Lawyers Rising Star 2024
- Virginia Lawyers Weekly Up & Coming Lawyer 2025
- Virginia
- United States District Court – Eastern District of Virginia
- United States District Court Western District of Virginia
- Preparing for Trial as Second or Third Chair, Virginia Trial Lawyers Association, August 6, 2025
- Virginia Injury Practice Today – Recent Insurance Law Changes Regarding Auto Accidents and Injury Law Ethics, Virginia Beach Bar Association, June 11, 202
- Railroad Accidents: Injuries to Workers (FELA), Passengers, and More, Virginia Trial Lawyers Association, January 31, 2024
- Litigating Catastrophic Injury Cases, October 25, 2024
- Personal Injury Practice: How to Have a Successful Mediation, October 6, 2023.
- Defense Doctor Pitfalls: Using Lombard/Groves Effectively, VTLA Advanced Auto Retreat, July 28, 2023
- Working With a Ton of Information in Your Virginia Injury Practice, VTLA Advanced Auto Retreat, July 29, 2022
- Virginia State Bar
- Academy of Rail Labor Attorneys
- American Association for Justice, Railroad Section Chair-Elect
- Virginia Trial Lawyers Association, CLE Committee, Insurance Committee
- Norfolk Portsmouth Bar Association, Mock Trial Committee Chair
- Virginia Beach Bar Association
- Virginia Bar Association
- Virginia State Bar (VSB) Special Committee on Lawyer Referral (SCLR
- car accidents
- truck accidents
- premises liability
- wrongful death
- railroad accidents
- catastrophic injuries
- bicycle accidents
- motorcycle accidents
- Camp Lejeune
- Pedestrian Injuries
- The Value (and Fun) of Site Inspections to Bolster Expert Opinions, The Journal of the Virginia Trial Lawyers Association, Volume 30 Number 3, 2024
- Navigating GDC: Your Roadmap to Injury Litigation Success, Virgina Lawyers Weekly, May 29, 2025
- Managing Client Relationships, AAJ Trial Magazine, July 2025
- Litigating Catastrophic Injury Cases, Virginia Lawyers Weekly, September 25, 2025
