Chess Law Firm works with visionary owners and investors to architect complex legal, tax, and capital structures with clarity and foresight.
Years of Experience
Transaction Structured
Strategic Deals
Chess Law Firm partners with real estate owners and operators facing high-stakes decisions
Real estate portfolios seeking access to equity capital
Firms navigating leadership, governance, and government relations
Owners of business or property preparing to exit and minimize tax impact
Practical guidance designed to navigate complex transactions, manage expansion, and protect what you have built.
Whether you’re pursuing acquisitions, expanding your business, or preparing for future opportunities, strategic planning today can create significant value tomorrow.
The best exits are intentional. Planning ahead can help maximize value, minimize taxes, and create greater flexibility for what comes next.
Strong leadership and sound governance are essential to preserving value and creating lasting success.
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.
REIT Growth – First Potomac Realty Trust
Raised – Capital Square 1031
Apartment Units Acquired – United Dominion Realty
Firsthand perspectives from the clients and partners we help grow, govern, and exit better.
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.
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.
Actionable legal, tax, and capital insights designed to help owners, investors, and leaders scale and exit with confidence.
Chess Law Firm will host a workshop this December for owners and investors in non-residential investment real estate, focused on investment real estate, taxes, and capital. Register here, or for more information, please contact Chess Law Firm at kristine@chesslawfirm.com
Chess Law Firm will host a Virtual CLE this November for attorneys and accountants focused on taxes, estate planning, and investment real estate. Register here, or for more information, please contact Chess Law Firm at kristine@chesslawfirm.com
Chess Law Firm will host a workshop this October for doctors and veterinarians focused on practice valuation, sale, and exit strategies. Register here, or for more information, please contact Chess Law Firm at kristine@chesslawfirm.com
