Courtney L. Winston

Courtney L. Winston

Meet Courtney

Courtney Leigh Winston has a decade’s worth of trial experience. She has tried dozens of cases in general district and circuit courts and has represented clients in criminal and civil trials. Her wide breadth of legal knowledge allows Courtney to talk to her clients about all the implications of our justice system.

Courtney got her first taste of the courtroom while working at the Central Virginia Legal Aid Society, where she represented clients in unemployment and landlord-tenant disputes.  From there, she transitioned to criminal defense and worked alongside David P. Baugh. In her previous work as a criminal defense attorney and in her current work as a civil plaintiff’s attorney, Courtney dedicates her career to representing people when the odds are stacked against them. At Allen & Allen, she prides herself on giving a voice to the voiceless and is the fearless advocate that her clients need.

Clients describe Courtney as responsive, compassionate, and willing to go the extra mile. Her personal injury cases have reached six-figure settlements and verdicts. She makes it a point to be the most prepared person in the courtroom and enjoys “nerding out” about legal nuances. Courtney’s practice includes motor vehicle crashes, premises liability, wrongful death, dog bites, pedestrian, and sexual abuse cases. She is currently the Editor of the Allen & Allen blog.

Courtney enjoys practicing yoga and is a certified Bikram yoga instructor. In her spare time, she learns about new places and cultures through travel and food, and is particularly fond of the Caribbean. She is married to the restaurant industry (her husband owns a restaurant and brewery) and takes full advantage of the Richmond dining and arts scene.

Courtney speaks Spanish. She had a destination wedding in Mexico and travels back to Isla Mujures as often as she can.

Experience

  • Trial Attorney, Allen, Allen, Allen & Allen (2021-Present)
  • Trial Attorney, Christina Pendleton & Associates (2019-2021)
  • Trial Attorney, David P. Baugh, PLC | Courtney Leigh Winston, PLC (2013-2019)
  • Volunteer Attorney, Central Virginia Legal Aid Society (2012-2013)

Bar Admissions

  • Licensed to practice law in the Commonwealth of Virginia
  • United States Eastern District of Virginia
  • Supreme Court of the United States
  • United States Western District of Virginia

Education

  • Juris Doctor, Howard University School of Law (2012)
  • Bachelor of Arts in Spanish and Foreign Affairs, University of Virginia – Dean’s List (2009)
  • University of Virginia in Valencia, Study Abroad

Professional Affiliations

  • Society of Women Trial Lawyers, President
  • Lewis F. Powell, Jr. American Inn of Court
  • Richmond Bar Association
    • Judiciary Committee
    • Education Committee
  • Virginia Trial Lawyers Association (VTLA)
    • Diversity and Inclusion Alliance
    • Women’s Caucus
    • Membership Committee
  • American Association for Justice (AAJ)
    • Minority Caucus Representative to the Board of Governors (2024)
    • Leadership Academy 10
    • Law School Committee and STAC Judge
    • Sec./ Lit. Groups Coord. Comm., Vice Chair
    • Women’s Caucus
  • National Trial Lawyers, Top 40 Under 40
  • Society of Women Trial Lawyers
  • Trial.School.org™
  • Trial Guides Editorial Board

Speaking Engagements

  • “How to Handle Common Deposition Scenarios,” Richmond Bar Association (2023)
  • “Managing Client Expectations at the Initial Consultation,” American Association for Justice (AAJ) Annual Convention (2023)
  • “Overturning Rocks, Kissing Frogs, and Other Tools of Discovery,” Society of Women Trial Lawyer Annual Conference (2023)
  • “The Ethics of Crafting the Story,” North Dakota Association of Justice Annual Seminar (2023)
  • “Ethics of Storytelling,” Virginia Trial Lawyers Association (VTLA) Advocacy Seminar (2022)

Written Works

  • “Civil and Criminal Sexual Assault Liability in Virginia,” The Virginia Trial Lawyers Association The Journal, Vol. 29, No. 2 (2023)
  • “Set Client Expectations at Intake,” American Association for Justice Trial Magazine (October 2023)

Michael from Richmond

I don’t even know where to begin but I can truly say I am happy that my case is finally done after a full year. July of 2024 I was...

Car accident with aggravated spinal injury – $700,000

Attorneys Derrick Walker and Courtney Winston secured a $700,000 settlement for their client from Staunton, Virginia who sustained an aggravated spinal injury after a low impact collision on I-81. In...

Courtney Winston named President of the Society of Women Trial Lawyers

  • March 25, 2025
  • News

We’re excited to announce that Courtney Winston has been named the new President of the Society of Women Trial Lawyers! Having served on the Society’s Advisory Board, Courtney brings a...

Safety tips to keep you cool by the pool

If you are like me, you spend the entire year looking forward to summer. I love sunshine, warm weather, outdoor concerts, cookouts, and—most especially—lounging alongside any body of water. My...

The Allen Law Firm expands leadership at AAJ

The American Association for Justice (AAJ) held its annual convention in Nashville, Tennessee last weekend. Members of The Allen Law Firm were there to learn, celebrate, and welcome new attorneys...

Sexual assault: $425,000

The details of this settlement are confidential.