Trusted Advisors.

Our clients rely on the depth of our experience and the strength of our counsel. From individuals to businesses, we serve as trusted partners, providing strategic guidance and practical solutions that protect your interests and help you move forward with confidence.

 

Community Focused.

Rooted in the Annapolis community, we are dedicated to serving and strengthening the region we call home. Through our work, partnerships, and local involvement, we strive to make a lasting, positive impact beyond the walls of our firm.

 

Exceptional Experiences.

Every client relationship is built on clear communication, responsiveness, and results. We pride ourselves on delivering an exceptional client experience, one defined by personal attention, thoughtful strategy, and outcomes that exceed expectations.

 
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About Liff, Walsh & Simmons

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.

Meet the Team

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:

 

Meet the Team

In the Community

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.

Learn More

News and Articles

Liff, Walsh & Simmons Leading Lawyers 2026-2027News & AnnouncementsPress ReleaseLiff, Walsh & Simmons Attorneys Named 2026-2027 Leading Lawyers by What’s Up? Media
May 6, 2026

Liff, Walsh & Simmons Attorneys Named 2026-2027 Leading Lawyers by What’s Up? Media

Liff, Walsh & Simmons Attorneys Named 2026-2027 Leading Lawyers by What’s Up? Media   Annapolis, MD (May 2026) -- Liff, Walsh & Simmons is pleased to announce that ten of…
News & AnnouncementsPress ReleaseLiff, Walsh & Simmons and Eagle Title Launch “Denim for a Cause” Community Giving Initiative
April 30, 2026

Liff, Walsh & Simmons and Eagle Title Launch “Denim for a Cause” Community Giving Initiative

Annapolis, MD (April 2026) -- Liff, Walsh & Simmons, together with Eagle Title, has launched Denim for a Cause, a firmwide community giving initiative designed to engage employees while supporting…
Commercial Real EstateLWS PublicationsNavigating 1031 Exchanges in Maryland: A Practical Guide for Real Estate Investors
April 28, 2026

Navigating 1031 Exchanges in Maryland: A Practical Guide for Real Estate Investors

``Navigating 1031 Exchanges in Maryland: A Practical Guide for Real Estate Investors`` A 1031 exchange (named after Section 1031 of the Internal Revenue Code) is one of the most effective…
EstatesGregory FerraLWS PublicationsDo I Have an Estate Planning Problem? | Volume VI
April 22, 2026

Do I Have an Estate Planning Problem? | Volume VI

New ``Do I Have an Estate Planning Problem?`` Blog Coming April 23, 2026. Gregory Ferra is sharing a new article that tackles this exact question:   “I am a small…

Key Partnerships & Associations

Why Use Us?

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. 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.

Satisfied Clientof the Business Counseling, Contracts, & Transactions practice

For the past 4 years, Liff, Walsh & Simmons has represented Titan Hospitality Group. They have handled all of my lease negotiations, bank document reviews, asset purchase agreements, management agreements, employee disputes, and title work. 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. Regardless of the issue, I have full confidence that the team at Liff, Walsh & Simmons will resolve it quickly and competently!

Satisfied Clientof the Business Counseling, Contracts, & Transactions, Banking & Finance, and Real Estate practices