Dempsey Law, PLLC provides thoughtful and personalized representation in estate planning, probate, trust administration, and related matters. The Firm assists clients with wills, trusts, living wills, durable powers of attorney, health care surrogate designations, special needs trusts, and other estate planning instruments designed to protect families, preserve assets, and honor individual wishes.
The Firm also represents clients in Florida probate proceedings, estate administration, guardianship matters, homestead determinations, and trust-related disputes. Whether planning for the future or navigating the legal and personal challenges following the loss of a loved one, Dempsey Law, PLLC provides compassionate counsel and practical guidance throughout the process.
Dempsey Law, PLLC represents tenants, property owners, and businesses in a wide range of residential and commercial landlord-tenant matters throughout Florida. The Firm assists with lease drafting and review, eviction and unlawful detainer proceedings, security deposit disputes, property damage claims, lease enforcement issues, and other real property disputes arising under Florida law.
The Firm is particularly committed to protecting tenants facing unlawful treatment, unsafe conditions, retaliation, discrimination, or improper housing practices, while also assisting responsible landlords seeking lawful and fair resolution of disputes. Dempsey Law, PLLC approaches every matter with professionalism, practical problem-solving, and strong advocacy when litigation becomes necessary.
Dempsey Law, PLLC assists individuals and businesses with the drafting, review, negotiation, interpretation, and enforcement of contracts and other legal agreements. The Firm provides strategic guidance in connection with commercial agreements, service contracts, business arrangements, settlement agreements, lease agreements, and other legally binding instruments.
When disputes arise, the Firm represents clients in contract-related litigation and seeks practical, cost-effective solutions while aggressively protecting its clients’ rights and interests. Whether negotiating an agreement or litigating a breach of contract claim, Dempsey Law, PLLC provides experienced counsel grounded in careful analysis, precision, and advocacy.
Dempsey Law, PLLC represents individuals and businesses in a broad range of civil litigation matters in Florida state courts, federal district courts, courts of appeal, and administrative proceedings nationwide. Backed by decades of combined federal and state litigation experience, the Firm provides strategic and aggressive advocacy in complex disputes involving constitutional claims, commercial matters, contract disputes, tort claims, property disputes, administrative challenges, and other contested proceedings.
Whether pursuing claims, defending against litigation, engaging in mediation or alternative dispute resolution, or proceeding through trial and appeal, Dempsey Law, PLLC is committed to protecting its clients’ rights and achieving practical, just, and effective results.
Dempsey Law, PLLC represents employees and employers in a variety of workplace and employment-related matters. The Firm handles disputes involving employment agreements, severance negotiations, workplace discrimination, harassment, retaliation, wrongful termination, wage and compensation issues, and other employment-related claims and disputes arising under state and federal law.
The Firm provides practical, strategic counsel focused on protecting clients’ legal rights, resolving disputes efficiently, and pursuing fair and lawful outcomes through negotiation, administrative proceedings, or litigation when necessary.
More than a decade with the Office of Immigration Litigation, including service as Chief of the National Security and Affirmative Litigation Unit.
Extensive litigation experience across U.S. District Courts and Courts of Appeal in complex immigration, constitutional, and civil matters.
Former U.S. Army Judge Advocate and combat Veteran, bringing discipline, perspective, and a deep commitment to service.
At Dempsey Law, clients are not passed from person to person or left wondering what comes next. Christopher works directly with each client, takes the time to explain the process, and provides honest guidance at every stage.
Work directly with Christopher throughout your matter, with personal attention and consistent communication.
Receive straightforward explanations, timely updates, and a clear understanding of your options.
Every case is approached individually, with a strategy shaped around your circumstances, priorities, and long-term goals.
Legal decisions are made carefully, balancing strong representation with practical judgment and respect for what matters most to you.
“I was disheartened when my N-400 was denied, and that was after a year and a half of battling the bureaucracy of USCIS (which included 2 interviews, 2 RFEs, a 1447b lawsuit, it was messy stuff). At that point, I decided that DIY was no longer a smart strategy, and someone on Reddit recommended Chris to me. I was told Chris was an ex-DoJ prosecutor on behalf of USCIS and that Chris was also an expert in immigration litigation. 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). And that person on Reddit told me that “Chris is the guy who would touch the cases nobody else would touch.” 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. Chris told me to file an N-336 appeal first, and we should hear back “in 6-8 months.” When I saw the N-336 package, I knew I hired the right guy for the job. Holy hell, it was SOLID -- I wasn't confident before this, but upon seeing the legal brief, I thought I had a good chance now. 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! All thanks to Chris. Thank you Chris for saving my case.”
“After consulting with several other attorneys, I was extremely grateful to find the services of Mr.Dempsey. From the start of our first phone call, I was confident that he would be the right choice for representation. He listened to my situation with such compassion and care, and it became obvious that he has a kind heart and enjoys his work in helping others. I can’t thank him enough for the efforts he has made to help me with my challenging matter.”
“Chris is a seasoned litigator who worked for the Department of Justice for over a decade. That inside knowledge is a huge advantage to any client needing something from the government. Besides providing services to assist clients in applying for and receiving immigration benefits from USCIS, Chris is ready and willing to take it to the next level in federal court to fight for his clients. 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--all of which he has done. He thrives on success and providing legitimate and needed help & relief to his clients, not just billing hours. 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. And even if you have a more straightforward green card application, for instance, he will handle it just the same. He's been a great help to us.”
“I cannot recommend Chris Dempsey and his team highly enough for immigration assistance. From the initial consultation to the final resolution, Chris was professional, knowledgeable, and compassionate. He guided us through every step, answering all questions promptly and thoroughly. If you're looking for an immigration lawyer who genuinely cares about their clients and gets results, look no further!”
“It is with much enthusiasm that I recommend Dempsey law for all your immigration needs. Christopher Dempsey handled my family case with precision and tenacity with his filings. He took a tremendous amount of time to prepare his documents and interview the family to get relevant information for a positive outcome. I am happy to report we had success all thanks to the incredible work of Christopher Dempsey. We will be forever indebted.”
“This lawyer was a key to the successful humanitarian parole petition for my Ukrainian family member! Mr. Dempsey was professional, determined, organized, very knowledgeable, responsive, compassionate, and cared about our case. He walked me through every step of the process, with exceptional attention to details; and all paperwork done in a very short period of time. Chris kept my nerves at ease and answered all of my questions, always getting back to me same day. He even encouraged us to call him on Saturday (!) should we encounter any issues at the airport. We are so happy to have worked with such a caring lawyer during a stressful time in our lives. Couldn't recommend this team more.”
“I had the privilege of working with Chris, an exceptional immigration lawyer, and I cannot recommend him highly enough. From the moment I reached out to him in need of an emergency visa, Chris demonstrated unparalleled expertise and dedication. First and foremost, Chris's ability to handle urgent situations was truly remarkable. He swiftly and efficiently guided me through the complex process of obtaining an emergency visa, a task that seemed daunting at first. Thanks to his knowledge and experience, we received the visa within a matter of days, and that made all the difference for our situation. What truly sets Chris apart is his exceptional communication skills. He promptly responded to all my queries and concerns, putting my mind at ease throughout the process. I never felt left in the dark or unsure about the status of our case, as he kept us well-informed every step of the way. His clear explanations and attention to detail made us feel confident that we were in good hands. Moreover, it's evident that Chris genuinely cares about his clients and their well-being. He approached our case with empathy and understanding, going above and beyond to ensure that my needs were met. It was clear that he put his heart into his work, and this personal touch made the entire experience more reassuring and less stressful. In terms of the quality of his work, Chris exceeded all expectations. His profound understanding of immigration laws and regulations allowed him to navigate the intricacies of our case seamlessly. He presented our application with utmost professionalism, leaving no room for error or oversight. Thanks to his meticulous approach, I had complete confidence in the success of our visa application, and he delivered on that promise. In conclusion, working with Chris was an absolute pleasure. His expertise, prompt communication, and genuine care for his clients make him an outstanding immigration lawyer. If you find yourself in need of immigration services, I wholeheartedly recommend reaching out to Chris. With him on your side, you can rest assured that you are in the hands of a true professional who will do everything possible to achieve the best possible outcome for you.”
“Exceptional legal support and expertise! Chris and his team guided us flawlessly through the K1 visa process, ensuring all requirements were met. Their prompt responsiveness, attention to details, and genuine care made a significant impact. Greatful for their dedication in helping me reunite with my partner 🙏 ...”
“I have had to call upon Christopher on two different occasions. Both dealing with non-profit Veterans Associations that I belong too. On both occasions Christopher was profesional, courteous and didn't beat around the bush. Both outcomes were great and it is a pleasure doing business with him. My non-profit will keep him on retainer.”
“Great thanks to Dempsey Law team for helping me to get my daughter’s Consular report of birth abroad birth certificate and her US passport. . My daughter was abroad and every effort made to get her birth certificate and passport proved abortive, but Dempsey law took it upon himself and everything worked out great and my daughter’s CRBA and her US passport is at hand as of today. Thank u Dempsey law as I recommend everyone with immigration issues to visit Dempsey law firm.”
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Start with a personal conversation about your circumstances, concerns, and the path forward. Dempsey Law provides clear guidance, direct attorney access, and thoughtful advocacy when it matters most.
“I had an excellent experience working with Mr. Dempsey. From the very beginning, he was professional, knowledgeable, and compassionate. He took the time to listen to my concerns, clearly explained my options, and guided me through every step of the process. What stood out the most was his dedication and responsiveness—anytime I had a question, he was quick to respond and always made sure I understood everything. I would highly recommend him!”