Cynthia R.


Cynthia Shoss, co-leader of Sutherland’s Insurance Transactions & Products practice, is a nationally recognized adviser on insurance regulatory matters, focusing on transformative transactions such as demutualizations, mergers, conversions, and other restructurings and acquisitions. 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 insurance sectors including life insurance, property/casualty insurance, health insurance and workers’ compensation. She has worked with Fortune 500 companies, investment bankers and state departments of insurance and attorneys general.  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 (formerly LeBoeuf Lamb Greene & MacRae) where she was co-chair of the Insurance Regulatory Department and formerly Managing Partner of LeBoeuf's London office. She also served as chair of LeBoeuf's pro bono practice and was a founder of the LeBoeuf Women’s Initiatives Group.  She currently serves on the Sutherland Pro Bono Committee, Diversity Committee and Women Attorneys Group.

Awards and Rankings

Recognized as one of New York Business Journal’s Women of Influence (2016)

Recognized by The Legal 500 United States in the area of insurance: non-contentious (2015)

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 (since 2012)

YWCA-NYC Academy of Women Leaders (2011)

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

Recognized in Chambers USA America's Leading Business Lawyers in Insurance (since 2003)

Named to the Best Lawyers in America (since 2006)

Named to the Best Lawyers in New York (since 2005)

Selected for inclusion in New York Super Lawyers - Mergers and Acquisitions (since 2006)

Inaugural Recipient, Sutherland Steel Magnolia Award (2014)

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 Founding Co-Chair, Diversity and Membership Committees, and former member of the Board of Govenors of the Association of Life Insurance Counsel (ALIC)

Co-chair, Directorships and Corporate Governance Committee and Assistant General Counsel, Financial Women’s Association

Adjunct Faculty, Transactional Boot Camp, Intersession Program, Tulane University Law School

Vice Chair, Board of Advisors, and former Chair, Board of Directors, of Lawyers Alliance for New York

Member, International Insurance Society

Former Member, Board of Directors, The Compliance and Ethics Forum for Life Insurers (CEFLI)

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 Founding Chair, Board of Directors, Power of Attorney

Chair, Board of Directors, Economic Mobility Corporation

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., Newcomb College of Tulane University
Bar Admissions
  • Illinois
  • Louisiana
  • Missouri
  • New York

Our Story

Sutherland Asbill & Brennan LLP is an international 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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