Chess Law Firm will host a workshop this September for family offices and family-owned businesses. Register here, or for more information, please contact Chess Law Firm at kristine@chesslawfirm.com
Strategic Legal Counsel
You Can Trust.
Chess Law Firm works with visionary owners and investors to architect complex legal, tax, and capital structures with clarity and foresight.
Trusted by Real Estate Owners, Investors & Business Leaders
40+
Years of Experience
$1B+
Transaction Structured
150+
Strategic Deals
Focused Legal Strategy for Exceptional Clients
Chess Law Firm partners with real estate owners and operators facing high-stakes decisions
$150M+
Real estate portfolios seeking access to equity capital
$450M+
Firms navigating leadership, governance, and government relations
$1M+
Owners of business or property preparing to exit and minimize tax impact
Grow, Govern, and Exit with Absolute Confidence
Practical guidance designed to navigate complex transactions, manage expansion, and protect what you have built.
Ready to Grow Bigger?
Whether you’re pursuing acquisitions, expanding your business, or preparing for future opportunities, strategic planning today can create significant value tomorrow.
Ready to Exit Better?
The best exits are intentional. Planning ahead can help maximize value, minimize taxes, and create greater flexibility for what comes next.
Ready to Govern Better?
Strong leadership and sound governance are essential to preserving value and creating lasting success.
Decades of Proven Transactional Foresight
Rick Chess has over 35 years of experience as a strategic advisor and legal counsel. A Marine Corps veteran and former state legislator, Rick has led over $1 billion in real estate transactions and served as President of ADISA (formerly REISA) during its critical post-recession turnaround.
Rick brings deep insight and calm leadership to every complex deal, from acquisition to exit.
$1.5B+
REIT Growth – First Potomac Realty Trust
$100M+
Raised – Capital Square 1031
50,000+
Apartment Units Acquired – United Dominion Realty
Client Success Stories
Firsthand perspectives from the clients and partners we help grow, govern, and exit better.
Invaluable Knowledge in Business, Real Estate & Tax Integration
Rick has been extremely helpful and resourceful in navigating my clients through the legal and tax quagmire. We work primarily on real estate and business transitions (many on the same transaction), and his knowledge of both has been invaluable. I can trust 100% that every client referred to him for fulfillment will get done correctly without oversight. In particular, his knowledge of the integration of business, real estate and tax has been extremely helpful for my clients.
Invaluable Knowledge in Business, Real Estate & Tax Integration
For over 20 years, Rick Chess has provided me with sound business and legal advice.…His insights have been particularly helpful on real estate, tax structure, and equity access issues.…I have turned many client projects over to him for fulfillment and can trust that it will get done correctly without oversight.
Upcoming Strategy Workshops
Actionable legal, tax, and capital insights designed to help owners, investors, and leaders scale and exit with confidence.
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Join business owners, real estate professionals, investors, and entrepreneurs for a special educational event featuring two powerful sessions designed to help you grow your business, maximize its value, and learn from accomplished business leaders. Whether you're planning for long-term growth, preparing for a future exit, or looking for inspiration from...