Expertise in Immigration & Civil Law

About Dempsey Law, PLLC

Meet Christopher W. Dempsey, Esq.

Serving the Vulnerable, the Voiceless, the Underdogs, and Those Facing Powerful Institutions or Impossible Odds

Christopher W. Dempsey is the principal of Dempsey Law PLLC and a former trial attorney and supervisory attorney with the Office of Immigration Litigation at the United States Department of Justice in Washington, D.C. After more than a decade with the Department of Justice, he retired in 2018 as Chief of the National Security and Affirmative Litigation Unit, where he supervised attorneys handling complex national security and immigration litigation in federal district courts and courts of appeal throughout the United States. In that role, Mr. Dempsey oversaw all national security litigation for an office of more than seventy-five attorneys, regularly trained Department attorneys at the National Advocacy Center and in Washington, D.C., and instructed federal agency attorneys and law enforcement personnel nationwide. Prior to his service with the Department of Justice, Mr. Dempsey served on active duty with the United States Army Judge Advocate General’s Corps and later continued serving in the Army Reserves trying criminal cases. He is also a combat Veteran who deployed to Afghanistan in support of Operation Enduring Freedom.

Mr. Dempsey has extensive federal litigation experience and has appeared in thirty-nine United States District Courts and eight United States Circuit Courts of Appeal. He has tried seventeen jury trials, more than fifty bench trials, and handled dozens of appeals in matters ranging from felony and capital criminal cases to complex civil litigation under the Immigration and Nationality Act, the Administrative Procedure Act, the Federal Tort Claims Act, and constitutional tort litigation. His practice has included naturalization and citizenship matters, visa and passport litigation, immigration detention, denaturalization proceedings, habeas corpus actions, emergency injunctive litigation, nationwide class actions, and high-stakes constitutional and administrative law disputes. Mr. Dempsey is licensed to practice law in Florida and Arkansas and is authorized to practice before all immigration agencies and authorities within the United States. He is a member of the American Immigration Lawyers Association (“AILA”), serves as an Executive Director and Chair of the Litigation & Collective Advocacy Committee for the Central Florida Chapter of AILA, and regularly lectures as faculty at national immigration conferences and continuing legal education seminars. He is also an officer on the Board of the Federal Bar Association’s Immigration Law Section and is routinely consulted by attorneys across the nation regarding complex immigration and federal litigation matters. In addition to his legal practice, Mr. Dempsey remains deeply committed to humanitarian and Veteran advocacy. He co-founded the Consular Accountability Project, a nonprofit initiative supporting strategic federal litigation challenging the doctrine of consular nonreviewability, and served as lead counsel in a flagship challenge before the Supreme Court of the United States. Following the humanitarian crisis in Afghanistan after the withdrawal of coalition forces in 2021, Mr. Dempsey co-founded the Northeast Florida Afghan Response Task Force, which provided pro bono legal assistance to Afghan families seeking humanitarian relief and safety. He also serves as Chief Legal Advisor for Operation Snow Leopard, an organization assisting Afghan allies and their families with resettlement efforts in the United States and abroad. Mr. Dempsey additionally volunteers assisting disabled and homeless Veterans through several local, national, and international nonprofit organizations. He serves as a Mentor with Veterans Treatment Court for the Fourth Judicial Circuit in Duval County, Florida, and founded Mission-Phoenix, Inc., a nonprofit organization providing pro bono legal assistance to Veterans suffering from PTSD. Outside the practice of law, Mr. Dempsey is an accomplished endurance athlete who has completed more than twenty-five ultramarathons, including the Grand Slam of Ultrarunning.

Keeping Power in Check

“It will not be denied, that power is of an encroaching nature, and that it ought to be effectually restrained from passing the limits assigned to it.”

 

James Madison, The Federalist No. 48, p. 276 (C. Rossiter ed. 1961).

Protecting Your Future

“American citizenship is perhaps the most precious right known to man today; it is not easily granted nor should it be lightly taken away.”

 

Acheson v. Maenza, 202 F.2d 453, 456 (D.C. Cir. 1953)

Finding a Way Forward

“Very few immigration lawyers provide immigration-related litigation services, and even fewer are willing to handle very unique fact patterns, be able to turn something into a large class-action suit for humanitarian benefit, or can appeal to the Supreme Court for his clients … Especially if your case is unique, has been turned down by other lawyers for being too complex, and/or you’ve had a poor legal experience in the past (all of which applied to our case), Chris is your guy.

 

Chris Garson, Client — ★★★★★

Career Highlights & Notable Positions

A Lifelong Commitment to Service and Justice

Christopher Dempsey’s work reflects a belief that the law is most powerful when it protects people, holds systems accountable, and serves those navigating complex and often overwhelming circumstances. His career spans litigation, public service, and humanitarian advocacy at both national and community levels.

U.S. Department of Justice

Former Chief, National Security & Affirmative Litigation Unit, Office of Immigration Litigation, U.S. Department of Justice

U.S. Army Veteran

Former U.S. Army Judge Advocate (Major, USA) Trial; Defense Counsel & Defense Appellate Division; Combat Veteran, Operation Enduring Freedom

AILA

Executive Director, Central Florida Chapter (“CFC”)

American Immigration Lawyers Association (“AILA”)

& Chair, Federal Litigation Committee

Federal Bar Association

Officer & Board Member, Federal Bar Association, Immigration Law Section

Work That's Deeply Personal

Advocacy, Service, and Professional Recognition

Mr. Dempsey’s commitment to Veterans is deeply personal. After deploying to Afghanistan, he experienced the challenges of returning from combat and rebuilding life after military service. That experience broadened his understanding of vulnerability and resilience and shaped his belief that legal advocacy must account for the human realities behind every case.

These lessons now inform his broader practice. He represents immigrants, families, and individuals facing complex legal challenges and powerful institutions, with an approach grounded in empathy, careful listening, and a commitment to guiding clients through difficult and often life-changing circumstances.

Public Interest

Veteran Support

Awards & Recognition

Teaching & Speaking

There Is Hope

When Others Say It Can’t Be Done

“Before Chris, I went to EIGHT other immigration attorneys who didn’t want to touch my case at all. They said what I want to do can’t be done (BS — they just don’t know how to do it) … I needed a killer litigator, because I was planning to take it all the way to District Court, not a paper pusher. So I hired Chris … Guess what? USCIS got back to me in TWO WEEKS with an RFE, and in 3 more weeks, they reversed their denial and granted me citizenship. I just had my Oath yesterday, and I’m now officially a proud US citizen!”