Liff, Walsh & Simmons is a full-service business law firm located in Annapolis, Maryland. We serve the legal needs of small businesses and privately held companies, their owners, and operators in the mid-Atlantic region.
Business Law | Litigation
Estates & Trusts | Commercial Transactions
Liff, Walsh & Simmons is a full-service business law firm located in Annapolis, Maryland. We serve the legal needs of small businesses and privately held companies, their owners, and operators in the mid-Atlantic region.
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From helping entrepreneurs bring their business visions to market, representing in business transactions and disputes, and preserving the wealth a family business has worked hard to earn, we take pride in providing value-driven solutions and exceptional results for privately held middle-market companies and their business and legal needs.
Our responsive legal firm services focus on:
At Liff, Walsh & Simmons, we are committed to excellence not only within our profession but also within our community. Our attorneys believe in investing in the local community and generously provide their time, talent, and resources to numerous local charities and community organizations, including The Touchdown Club of Annapolis, Luminis Health Anne Arundel Medical Center Foundation, Wellness House, Fish For A Cure, and more.
Personal Guaranties Explained: What Business Owners Should Know Before Signing
Do I Have an Estate Planning Problem? | Choosing a Fiduciary
Hiring: Bookkeeper/Accounting Coordinator
2026 Best Places to Work Honoree | Baltimore Business Journal”"They have proven themselves to be versatile, responsive, and competent in all areas of the law. Regardless of the size and scope of the issue, they have someone on their team that specializes in that area of the law and swiftly handles the issue."
”"I had an excellent experience receiving estate advice and planning guidance. Everything was explained clearly and thoughtfully, which made a complex process feel much more manageable."
”"Jay and his team at Liff, Walsh & Simmons truly understand what it means to delineate between legal advice and business advice and their business insights have been invaluable. They have stepped up for me in ways that have been truly game changing for my business."
”"There are a lot of attorneys out there who understand the law but very few who can put themselves in the position of the business owner and give recommendations as a partner."
”"Greg was terrific—he carefully listened to us, our concerns, and questions. He is grounded, friendly and clearly, very well educated in his field. He took time to explain the “language” and guided us through the entire and on-going process."
”"Attorney Jesse Walsh was a strong advocate and provided an open line of communication, as well as much appreciated guidance. I highly recommend the law firm of Liff, Walsh, & Simmons."
PUBLICATIONS
Personal Guaranties Explained: What Business Owners Should Know Before SigningDo I Have an Estate Planning Problem? | Choosing a FiduciaryHiring: Bookkeeper/Accounting Coordinator2026 Best Places to Work Honoree | Baltimore Business Journal”"They have proven themselves to be versatile, responsive, and competent in all areas of the law. Regardless of the size and scope of the issue, they have someone on their team that specializes in that area of the law and swiftly handles the issue."
”"I had an excellent experience receiving estate advice and planning guidance. Everything was explained clearly and thoughtfully, which made a complex process feel much more manageable."
”"Jay and his team at Liff, Walsh & Simmons truly understand what it means to delineate between legal advice and business advice and their business insights have been invaluable. They have stepped up for me in ways that have been truly game changing for my business."
”"There are a lot of attorneys out there who understand the law but very few who can put themselves in the position of the business owner and give recommendations as a partner."
”"Greg was terrific—he carefully listened to us, our concerns, and questions. He is grounded, friendly and clearly, very well educated in his field. He took time to explain the “language” and guided us through the entire and on-going process."
”"Attorney Jesse Walsh was a strong advocate and provided an open line of communication, as well as much appreciated guidance. I highly recommend the law firm of Liff, Walsh, & Simmons."
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