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Your Trusted Legal Partner in Maryland
At Skipper Law, we are a civil litigation firm built on the core values of justice, integrity, and relentless advocacy. Our practice spans personal injury, homeowner association disputes, estate planning, employment law, and complex litigation, serving clients across Maryland. With decades of combined experience, our attorneys are admitted to practice in all Maryland state courts, federal district courts, and appellate courts, ensuring robust representation in both trial and appellate settings.

We prioritize client well-being, delivering tailored solutions backed by a proven track record of successful settlements and verdicts. Our commitment to leveling the legal playing field drives every case, combining courtroom readiness with strategic negotiation to achieve optimal outcomes. We serve as trusted advisors, focusing on transparency, ethical representation, and unwavering dedication to our clients' rights.
Services
Personal Injury Wrongful Death Car Accidents Medical Malpractice HOA Representation Estate Planning Employment Disputes Appeals Condominium Cases Class Action Litigation
Highlights and features
  • We offer decades of combined experience in Maryland civil litigation.
  • Our attorneys are admitted to all Maryland state and federal courts.
  • We prioritize client well-being with personalized legal strategies.
  • Proven success in complex personal injury and HOA cases.
  • Experienced trial lawyers committed to courtroom readiness and negotiation.
What people say
Highly recommended First-class legal service Proven track record Exceptional legal representation Dedicated to client needs
Services
Personal Injury
We represent clients in personal injury cases resulting from car accidents, truck collisions, and slip-and-fall incidents. Our attorneys secure compensation for medical expenses, lost wages, and pain and suffering. With extensive courtroom experience, we negotiate aggressively with insurers and litigate when necessary to protect client rights.
HOA Representation
Our firm specializes in disputes between homeowners and associations, including property rights and fiduciary accountability. We have recovered millions for clients through settlements and litigation, addressing issues like denied insurance claims and improper fee collections. Our team is recognized as Maryland's leading HOA legal advocate.
Estate Planning
We assist with wills, trusts, and probate matters to ensure clients' assets and wishes are protected. Services include drafting legal documents, navigating probate court, and advising executors. Our approach combines legal expertise with compassionate guidance during emotionally challenging times.
Employment Disputes
We represent employees in disputes over wrongful termination, discrimination, and wage violations. Our attorneys negotiate settlements and litigate claims to enforce labor rights. We also advise businesses on compliance with employment laws to prevent legal conflicts.
Appeals
Our appellate practice handles complex legal arguments in state and federal courts. We analyze trial records, identify errors, and craft persuasive briefs to overturn unjust rulings. With experience in high-stakes appeals, we advocate for clients seeking justice in post-trial proceedings.
People
Matthew D. Skipper
Managing Partner
Matthew Skipper leads Skipper Law with over 15 years of civil litigation experience. He specializes in personal injury, HOA disputes, and appellate law, securing millions in settlements. Admitted to Maryland and federal courts, he combines courtroom tenacity with strategic negotiation to advocate for clients.
Jeffrey A. Kahntroff
Partner
Jeffrey Kahntroff focuses on homeowner representation and employment law. With a background in complex litigation, he has resolved numerous HOA disputes and employment discrimination cases. His client-centered approach emphasizes clear communication and proactive legal strategies.
Jeffrey T. Phipps
Partner
Jeffrey Phipps specializes in estate planning and probate matters. He assists clients with wills, trusts, and end-of-life planning, ensuring legal documents reflect their intentions. His practice also includes representing clients in contested probate cases to protect beneficiaries' rights.
Questions
What areas of law does Skipper Law specialize in?
We focus on personal injury, HOA/condominium disputes, estate planning, employment law, and appellate litigation across Maryland.
How experienced is your legal team?
Our attorneys have decades of combined experience, with admissions to all Maryland state courts, federal district courts, and appellate courts.
Can you handle complex HOA disputes?
Yes, we specialize in homeowner representation, including fiduciary accountability and property rights, with a proven track record of multimillion-dollar recoveries.
Do you offer online consultations?
Yes, we provide virtual consultations for your convenience. Contact us via phone or our website to schedule.
What makes Skipper Law different from other firms?
We combine courtroom readiness with personalized service, prioritizing client well-being and delivering tangible solutions through strategic litigation.