Massey & Gail

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We are a national litigation boutique specializing in complex commercial and financial disputes across the country. Founded by former U.S. Supreme Court clerk Jonathan Massey, and veteran trial lawyer Lenny Gail, we represent Fortune 50 companies and other major clients in high-stakes litigation, arbitration, and regulatory matters. Our attorneys leverage deep expertise across all areas of civil law to deliver results at every stage – from pre-trial through appeal. The most complex disputes require more than just elite legal minds – they require partners who won’t blink. We work alongside our clients with a relentless drive to protect their interests at every turn.

“…the rare litigators who understand our business, provide us practical advice, and deliver sophisticated representation efficiently.”

Rebecca Howard

CEO, Paylink Payment Plans

“… a firm we call frequently when a matter has become unusually thorny or when the case looks like it’s actually going to trial.  They quickly cut through the noise, figure out what will actually persuade, and shape a strategy to win.  And then they execute brilliantly.”

Senior Legal Officer

Global Financial Institution

“…what I look for in outside counsel: smart, dynamic, responsive legal advisors who make it a point to understand my business and give me straightforward and practical advice.”

Roya Behnia

Former General Counsel, Senior Vice President, and Corporate Secretary, Pall Corporation

“…will forever be my ‘go to’ litigators, and they should be yours.”

Steve Perry

Chief Executive Officer, Claritage Capital

“…represented us on a time-critical, highly-sensitive matter and they delivered, with skill and grace. CDEC’s experience with Massey & Gail was exceptional.”

Mary Cunningham

Chief Executive Officer, Chicago Deferred Exchange Company