About
Strategic Legal Advisor for Real Estate Growth & Transitions
40+ years of experience guiding real estate owners, developers, and business leaders through high-stakes decisions.
Rick Chess is a Marine Corps veteran, former state legislator, and trusted legal advisor with more than 35 years of experience. He’s led over $1 billion in real estate transactions and served as President of ADISA during its critical post-recession turnaround.
Known as the "Realty Transaction Sherpa™," Rick brings calm leadership and strategic insight to every complex deal—from acquisition to exit.
Rick Chess
A Trusted Partner in Real Estate &
Business Growth.
Capital Raising.
Asset Protection.
Complex Transactions.
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Decades of proven transactional foresight and legal counsel designed to help owners,
investors, and entrepreneurs navigate their most critical milestones.
$1.5B+
REIT Growth – First Potomac Realty Trust
50,000+
Apartment Units Acquired – United Dominion Realty
$100M+
Raised – Capital Square 1031
Client Success Stories
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.
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Dedicated legal counsel and transactional foresight designed to turn complex business
challenges into distinct opportunities.