Cynthia R.


A nationally recognized adviser on insurance regulatory matters, Cynthia Shoss co-leads Sutherland’s Insurance Transactions & Products practice. Cynthia guides clients through transformative transactions, including demutualizations, mergers, acquisitions, conversions and other restructurings. She also assists clients with legislation, examinations and investigations and with compliance, governance and investment issues.

For more than 30 years, Cynthia has counseled clients in various sectors of the insurance industry including life insurance, property/casualty insurance, health insurance, title insurance and workers’ compensation. She works with Fortune 500 companies, state departments of insurance and attorneys general, investment bankers and multinational clients. In 2014, she was the first woman in the 100-year history of the Association of Life Insurance Counsel to receive its Buist M. Anderson Distinguished Service Award for lifetime service to the life insurance bar and industry.

Cynthia joined Sutherland from Dewey & LeBoeuf where she was co-chair of the Insurance Regulatory Department, formerly Managing Partner of LeBoeuf’s London office, and chair of the firm’s pro bono practice. She also served on the firm’s Diversity Committee, as she does at Sutherland, and was a founder of the LeBoeuf Women’s Initiatives Group.

View representative matters.

Awards and Rankings

Recipient, Association of Life Insurance Counsel Buist M. Anderson Distinguished Service Award (2014)

Recognized in the Guide to the World’s Leading Women in Business Law in Insurance and Reinsurance (2012-2013)

Named among “25 Women to Watch” in Insurance, Risk Management and Employee Benefits Worldwide by Business Insurance (December 2010)

Professional Activities

Member, Board of Overseers and Executive Committee of the School of Risk Management, Insurance and Actuarial Science of the Peter J. Tobin College of Business of St. John’s University
Former Chair, Insurance Section, former Co-Chair, Diversity Committee, and former Board member of the Association of Life Insurance Counsel (ALIC)
Vice Chair, Board of Advisors, and former Chair, Board of Directors, of Lawyers Alliance for New York
Chair, Board of Directors, Economic Mobility Corporation
Member, International Insurance Society
Former Member, Board of Directors, The Compliance and Ethics Forum for Life Insurers
Former Chair, Board of Directors, Power of Attorney
Former Member, Board of Directors, and former Vice President of The Risk Foundation
Formerly certified by the Insurance Marketplace Standards Association (IMSA) as a Qualified Independent Assessor
Former Member, Westchester County Airport Advisory Board

  • LL.M. in Taxation, New York University School of Law
  • J.D., Tulane University Law School, Editorial Board, Tulane Law Review
  • B.A., cum laude, Newcomb College of Tulane University
Bar Admissions
  • Illinois
  • Louisiana
  • Missouri
  • New York

Our Story

Sutherland Asbill & Brennan LLP is a law firm helping the Fortune 100, industry leaders, sector innovators and business entrepreneurs solve their biggest challenges and reach their business goals. Dedicated to unfaltering excellence in client service, we are known for our business savvy and industry intelligence, providing creative and custom solutions for each of our clients. Industry and business experience makes the difference for our clients.

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