Cynthia R. Shoss

Cynthia R. Shoss: Attorney with Eversheds Sutherland (US) LLP AV stamp icon
  • Partner at Eversheds Sutherland (US) LLP
  • Grace Building, 1114 Avenue of the Americas, 40th Floor, New York, NY 10036-7703
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Attorney Awards

Biography

Cynthia R. Shoss, co-head of Global Insurance and co-leader of the Eversheds Sutherland (US) LLP's Insurance Transactions and Products practice, is a nationally recognized adviser on insurance regulatory matters, focusing on transformative transactions such as demutualizations, mergers and acquisitions, conversions, and other restructurings, and pension risk transfers. 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 the various insurance sectors in the US and internationally, including life insurance, property/casualty insurance, health insurance, workers’ compensation and reinsurance. She has worked with Fortune 500 companies, investment bankers, actuaries, strategic investors, brokers, trade associations, state departments of insurance and attorneys general, and other law firms. Her insurance clients have included public companies, mutuals, mutual holding companies, fraternals, reciprocals, and the Lloyd’s market.

In 2014, Cynthia was the first woman and second lawyer in private practice 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. In 2018, she was inducted into the Tulane Law School Hall of Fame.

Cynthia joined predecessor firm Sutherland Asbill & Brennan LLP from Dewey & LeBoeuf (formerly LeBoeuf Lamb Greene & MacRae) where she was co-chair of the Insurance Regulatory Group and formerly Managing Partner of LeBoeuf’s London office (at Lloyd’s).

Cynthia currently serves on the Eversheds Sutherland Global Board and Global CSR and Pro Bono Committee and the Eversheds Sutherland (US) Executive Committee, and Diversity and Inclusion Committee.

View representative matters and detailed experience.

Representative Matters

I find my practice very challenging in that much of what I do hasn't been done before. For example, I have loved taking projects from drafting the enabling laws to making the transactions happen.

Publications

“Regulatory reform initiatives focused on the insurance sector continue apace at both the federal and state levels.

Legal Alerts

Legal Alert: Covered Agreement-An overview (December 28, 2018)
On January 13, 2017, the then-US Secretary of the Treasury and the then-US Trade Representative (USTR) notified Congress that they had negotiated a covered agreement with the European Union (EU). ...

Legal Alert: NAIC Report - 2018 Summer National Meeting (August 15, 2018)
The National Association of Insurance Commissioners (NAIC) held its 2018 Summer National Meeting from August 4 through 7 in Boston, Massachusetts. Baseball and weather were pervasive topics, with the ...

Legal Alert: Dodd-Frank reform legislation requires federal and state coordination on international insurance capital standards (May 30, 2018)
On May 24, 2018, President Trump signed into law the Economic Growth, Regulatory Relief, and Consumer Protection Act (the Act). While news headlines have focused on relaxation of various rules for ...

The Final Rule: Next Steps After Vacatur (April 5, 2018)
The nationwide vacatur of the Department of Labor “investment advice” fiduciary definition and related exemptions by the US Court of Appeals for the Fifth Circuit on March 15, 2018, does not bring an ...

Legal Alert: NAIC Report-2018 Spring National Meeting (April 2, 2018)
The National Association of Insurance Commissioners (NAIC) held its 2018 Spring National Meeting from March 24 through 27 in Milwaukee, Wisconsin. The winds off Lake Michigan were chilly, but the ...

The Final Rule: DOL Fiduciary Rule Affirmed and Revoked (March 21, 2018)
During the week of March 12, two federal appeals courts separately upheld and vacated the DOL fiduciary rule under the Administrative Procedure Act, and DOL suspended enforcement of the rule pending ...

Legal Alert: New York Proposes Best Interest Standard for Life and Annuity Sales Alongside NAIC Proposal for Annuities (January 4, 2018)
On December 27, 2017, the New York Department of Financial Services (NYS-DFS), the regulatory authority for the insurance industry in New York, published a proposal (New York Proposal) to add a “best ...

Legal Alert: NAIC Report: 2017 Fall National Meeting (December 22, 2017)
The National Association of Insurance Commissioners (NAIC) held its 2017 Fall National Meeting from December 2 through December 4 in Honolulu, Hawaii. Despite the exotic locale, the Fall National ...

The Final Rule: Considerations and Analysis of the DOL’s 18-Month Transition Period Extension (November 29, 2017)
By a notice published in the Federal Register on November 29, 2017, the Department of Labor extended from January 1, 2018, until July 1, 2019, the date for compliance with the full conditions in its ...

Legal Alert: A Note on Investment Security: Reinsurance Investment Security Subgroup’s Recent Decision (September 27, 2017)
New Subgroup Charge and DecisionThe National Association of Insurance Commissioners (NAIC) Reinsurance Investment Security Subgroup (the Subgroup) was formed earlier this year with ...

Articles

An introduction to pension risk transfers (Fall 2018)
Partnering Perspectives
Pension plan providers are increasingly focused on de-risking, or transferring risk from, defined benefit plans. In the event a plan sponsor determines to de-risk, several options are available. The ...

US-EU Covered Agreement - An Overview (September 24, 2018)
Captive.com
On January 13, 2017, the then-US secretary of the treasury and the then-US trade representative (USTR) notified Congress that they had negotiated a covered agreement with the European Union. After a ...

Law360 Rainmaker Q&A: Sutherland’s Cynthia Shoss (October 14, 2016)
Partner Cynthia Shoss is featured in a Law360 Rainmaker Q&A. In the article, Cynthia discusses the skill that was most important in becoming a rainmaker, how to prepare a pitch for a client and ...

Law360 Female Powerbrokers Q&A: Sutherland's Cynthia Shoss (April 18, 2014)
Partner Cynthia Shoss was featured in a Law360 Female Powerbrokers Q&A. She discussed how she broke into the legal profession, challenges of being a woman at a senior level at a law firm, advice to ...

Best's Review New Rules for the New Year (January 2014)
Managing regulatory change continues to be a top concern in the financial sector. In “New Rules for the New Year,” Sutherland attorneys John Pruitt, Cynthia Shoss, Thomas Glassic, Justin Kitchens, ...

Beyond the Locked Door: A Lawyer’s Perspective on Jury Duty (June 1991)
For The Defense: The Magazine for Defense, Insurance and Corporate Counsel

Newsletters

Partnering Perspectives: Insights from Inside and Outside the Corporate Law Department (Fall 2018)
We are pleased to present the Fall 2018 edition of Partnering Perspectives, which focuses on a number of legal developments as well as offers recommendations of preventive measures that you might ...

Books

Insurance Regulation Answer Book (2013, 2014, 2015, 2016, 2017 and 2018, Practising Law Institute)
Edited by Sutherland Partners Cynthia R. Shoss and John S. Pruitt and Associate Justin K. Kitchens, the Insurance Regulation Answer Book 2013 published by Practising Law Institute (PLI) is a ...

Capital Enhancement Strategies for Mutual Property and Casualty Insurance Companies (1998, NAMIC)

Presentations

“Our team of former Dewey & LeBoeuf lawyers came to Eversheds Sutherland (US) because this firm offers insurance clients the broadest platform of services and areas of expertise, together with a collaborative culture of excellence and a focus on client service.”

Presentations

Looking Ahead to Best Interest Standards for Life and Annuity Sales - Part 1: New York’s Insurance Regulation 187 (January 15, 2019)
LIMRA
Eversheds Sutherland (US) Partners Susan Krawczyk and Cynthia Shoss present on the LIMRA webcast Looking Ahead to Best Interest Standards for Life and Annuity Sales - Part 1 on January 15, 2019. ...

How U.S. Insurers Are Preparing for the Federal Reserve Board's Proposed Capital Frameworks for Insurers (October 17, 2016)
American Counsel of Life Insurers Annual Meeting
Sutherland Partner Cynthia Shoss moderates How U.S. Insurers Are Preparing for the Federal Reserve Board's Proposed Capital Frameworks for Insurers at the 2016 ACLI Conference on October 17, 2016, ...

Roundtable Discussion: Final DOL ERISA Fiduciary Definition and Related Exemptions (April 26, 2016)
CLE Presentation
Sutherland hosts a roundtable on the “Final DOL ERISA Fiduciary Definition and Related Exemptions” on April 26, 2016, in New York, New York. The program is an in-depth discussion regarding the U.S. ...

Webcast: Till Death Do Us Part: Same-Sex Marriage, the Supreme Court and Implications for the Insurance Industry (April 14, 2015)
CLE Presentation
The issue of same-sex marriage is being litigated all over the country, with varying results. While the Supreme Court’s Windsor decision striking down the federal Defense of Marriage Act had a major ...

Webcast: De-Risky Business: Legal and Practical Issues in Pension Settlements (November 12, 2014)
CLE Presentation
Sutherland and BCG Terminal Funding Co. co-host a webinar, covering recent developments in the pension buyout and lump sum settlement market. Panelists will summarize features of recent pension ...

Project Management for In-House Lawyers (2014, Practising Law Institute)
Sutherland Partner Cynthia Shoss serves as a panel member on Project Management for In-House Lawyers hosted by Practising Law Institute.

A Comprehensive Review of Significant Insurance Regulatory Initiatives with then Missouri Director of Insurance John Huff and then Pennsylvania Commissioner of Insurance Michael Consedine (2013, ALI-CLE Annual Conference on Life Insurance Company Products)
Sutherland Partner Cynthia Shoss presents A Comprehensive Review of Significant Insurance Regulatory Initiatives with Missouri Director of Insurance John Huff and Pennsylvania Commissioner of ...

Pioneering Women of Tulane Law School (October 14, 2013, Tulane Law School)
Cynthia Shoss was invited to speak as one of Tulane Law School’s prominent women lawyers at their “Pioneering Women of Tulane Law School” event. The panel featured alumnae who have made great strides ...

Hot Topics Affecting the Insurance Industry (August 2013, CLE Presentation)

Regulatory/Receivership Modernization After Dodd-Frank: SIFIs, OLA, SMI, ORSA, and State/Federal/International Cooperation (July 2013, NOLHGA 21st Annual Legal Seminar)

News

In the News

A Past Remembered (December 15, 2017)
Washington Business Journal
Eversheds Sutherland Partner Cynthia Shoss is quoted in this Washington Business Journal article regarding her experience after visiting the National Museum of African American History and Culture. ...

New Guidelines Governing IUL Illustrations Coming (June 11, 2015)
Employee Benefit News
Sutherland’s legal alert, “NAIC Close to Adopting Guideline for IUL Illustrations,” is featured in Employee Benefits News.

Accolades (May 19, 2014)
New York Law Journal
Partner Cynthia Shoss was mentioned in a New York Law Journal article regarding her being presented with the Association of Life Insurance Counsel’s (ALIC) 2014 Buist M. Anderson Distinguished ...

Deep Dish : NOLHGA’s 2013 Legal Seminar gets to the bottom of regulatory modernization, new trends in the insurance industry, and a lot more (October 2013)
NOLHGA Journal
This article in the NOLHGA Journal covered the NOLHGA 2013 Legal Seminar, which had 200 individuals in attendance, to hear from leaders in the industry. Sutherland partner Cynthia Shoss’s comments ...

How Dodd-Frank Has (And Hasn’t) Made Waves In Insurance (August 20, 2013)
Law360
President Barack Obama told financial regulators Monday to step up the pace on implementing the Dodd-Frank Act, a law that has for three years been a source of great apprehension and mystery for the ...

Press Releases

Seven Eversheds Sutherland Attorneys Named 2018 New York Metro Super Lawyers and Rising Stars (September 13, 2018)
NEW YORK-Eversheds Sutherland (US) LLP is pleased to announce that six attorneys based in New York City have been selected as top attorneys in the state by Super Lawyers. Additionally, one attorney ...

18 Eversheds Sutherland Practice Areas, 68 Attorneys Named Among Nation’s Best in 2018 Legal 500 United States (May 30, 2018)
Eversheds Sutherland (US) LLP is pleased to announce that 18 practice areas and 68 attorneys have been recognized in the 2018 edition of The Legal 500 United States, a comprehensive survey of legal ...

Tulane Law School Inducts Partner Cynthia Shoss into Hall of Fame (May 10, 2018)
NEW YORK-Eversheds Sutherland (US) LLP is pleased to announce that New York Partner Cynthia Shoss has been inducted into the Tulane University Law School Hall of Fame. Honorees are selected based on ...

19 Eversheds Sutherland Practice Areas, 59 Attorneys Named Among Nation’s Best in 2018 Chambers USA (May 3, 2018)
Eversheds Sutherland (US) LLP is pleased to announce that 19 practices and 59 attorneys have earned recognition in the 2018 edition of Chambers USA: America’s Leading Lawyers for Business. Chambers ...

Five Eversheds Sutherland Colleagues Recognized Among Leading Insurance and Reinsurance Attorneys in the World (December 18, 2017)
Eversheds Sutherland is pleased to announce that five colleagues have been recognized among the best legal practitioners in the world in the Who’s Who Legal Insurance and Reinsurance list for 2018. ...

Nine Eversheds Sutherland Attorneys Named 2017 New York Metro Super Lawyers and Rising Stars (September 20, 2017)
NEW YORK-Eversheds Sutherland is pleased to announce that five attorneys based in New York City have been selected as top attorneys in the state by Super Lawyers . Additionally, four attorneys have ...

16 Eversheds Sutherland Partners Named Among the Best in the World by Expert Guides (September 8, 2017)
Eversheds Sutherland is pleased to announce that 16 partners have been selected by Expert Guides as among the best legal practitioners in the world in their respective practice areas. Published by ...

Eversheds Sutherland Attorneys Publish Updated Insurance Regulation Answer Book with Practising Law Institute (August 31, 2017)
Eversheds Sutherland is pleased to announce the publication of the 2017-2018 edition of the Insurance Regulation Answer Book, a high-level overview of the legal and regulatory framework governing the ...

Four Eversheds Sutherland Attorneys Named Lawyer of the Year; 80 Lawyers Recognized in 2018 Edition of The Best Lawyers in America (August 15, 2017)
Eversheds Sutherland is pleased to announce that four attorneys have been selected as “Lawyer of the Year” in their respective fields by The Best Lawyers in America, and 80 attorneys have been ...

Eversheds Sutherland (US) Elects Two New Executive Committee Members; Partner Cynthia Krus Elected to Leadership Position (June 5, 2017)
Eversheds Sutherland (US) LLP is pleased to announce the election of two new members to the firm’s Executive Committee: Partners Ling Ling and Rocco E. Testani. Additionally, Partner Cynthia M. Krus, ...

Multimedia

Tulane Law School Inducts Partner Cynthia Shoss into Hall of Fame (May 10, 2018)
Eversheds Sutherland (US) Partner Cynthia Shoss has been inducted into the Tulane University Law School Hall of Fame. Honorees are selected based on their distinguished professional achievements and ...

Podcast: Quick Call: Legislative and Tax Reforms - What This Could Mean for Business Development Companies (November 6, 2017)
On November 2, 2017, members of the House Ways and Means Committee released a proposed bill to reform the current tax code. Eversheds Sutherland (US) attorneys Cynthia M. Krus, David A. Roby, Jr., ...

Webcast: Till Death Do Us Part: Same-Sex Marriage, the Supreme Court and Implications for the Insurance Industry (April 14, 2015)
CLE Presentation
The issue of same-sex marriage is being litigated all over the country, with varying results. While the Supreme Court’s Windsor decision striking down the federal Defense of Marriage Act had a major ...

Webcast: De-Risky Business: Legal and Practical Issues in Pension Settlements (November 12, 2014)
CLE Presentation
Sutherland and BCG Terminal Funding Co. co-host a webinar, covering recent developments in the pension buyout and lump sum settlement market. Panelists will summarize features of recent pension ...

Cynthia Shoss Accepts ALIC Distinguished Service Award (May 4, 2014)
Cynthia Shoss, partner and co-leader of the Sutherland’s insurance practice, was presented with the Association of Life Insurance Counsel’s (ALIC) 2014 Buist M. Anderson Distinguished Service Award ...

Videocast: Insurance Investment Laws (April 30, 2013)
The patchwork quilt of state laws governing investments by insurance companies is extraordinarily complex. It varies from state to state and also based on the type of insurance company, with ...

Awards and Rankings

“The most valuable advice I ever received came from the ultimate mentor, Donald Greene. He always said that this is a service profession and that it’s really always all about clients and the services we provide them.”

Inductee, Tulane Law School Hall of Fame (2018)

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

Recognized by The Legal 500 United States as a “Leading Lawyer” in Insurance: Non-Contentious (2018)

Recognized by The Legal 500 United States in Insurance: Non-contentious (since 2015) and Financial Services: Regulatory (since 2016)

Recognized in Chambers USA America's Leading Business Lawyers, both nationally and in New York, in Insurance (since 2003)

Named to Best Lawyers in America (since 2006)

Named to Best Lawyers in New York (since 2005)

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

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

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

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 to Who's Who Legal in Insurance and Reinsurance (2017-2018)

Honored with BTI Consulting Group’s Client Service Award (2017)

Inaugural Recipient, Sutherland Steel Magnolia Award (2014)

Areas of Practice (9)

  • Corporate
  • Securities & Corporate Governance
  • Crisis Management
  • Cybersecurity & Privacy
  • Insurance
  • Insurance Finance
  • Insurance M&A and Demutualizations
  • Insurance Regulatory and Compliance
  • Internal Investigations

Education & Credentials

Contact Information:
University Attended:
Newcomb College of Tulane University, B.A., cum laude
Law School Attended:
Tulane University Law School, J.D., Editorial Board, Tulane Law Review; New York University School of Law, LL.M., Taxation
Year of First Admission:
1974
Admission:
1978, Illinois; 1974, Louisiana; 1990, New York; 1977, Missouri
Memberships:

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; former member, Board of Governors, Nominating Committee and 2016 Conference Planning Committee of the Association of Life Insurance Counsel (ALIC)

Ambassador, Insurance Supper Club

Former Co-Chair, Directorships and Corporate Governance Committee, Financial Women's Association of New York

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

Vice Chair, Board of Advisors, and former Chair, Board of Trustees, 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

Birth Information:
1950
Reported Cases:
Representative Matters: I find my practice very challenging in that much of what I do hasn't been done before. For example, I have loved taking projects from drafting the enabling laws to making the transactions happen.; Representative Matters; Cynthia's experience includes representing: Aflac, Inc on the insurance aspects of the conversion of its Japanese insurance business branch operation; Nationwide in its acquisition of Jefferson National Financial Corporation and its subsidiaries.; Unum in its acquisition of Starmount Life Insurance Company; EXOR S.p.A. as insurance M&A and regulatory counsel in its successful contested acquisition of PartnerRe Group for $6.8 billion; Legal & General/Banner Life on its assumption of $900 million pension risk from Phillips Electronics; Kimberly-Clark Corporation on the insurance aspects of its transfer of $2.5 billion in pension obligations to Prudential and MassMutual; Motorola Solutions on the insurance aspects of its $3.1 billion transfer of pension obligations to Prudential; Verizon on the insurance aspects of its $7.5 billion transfer of pension obligations to Prudential; Security Benefit Life on its mutual holding company (MHC) conversion and subsequently on its sponsored demutualization by Guggenheim Partners and other matters; Prudential on its demutualization and subsequently on its acquisition of American Skandia Life, in connection with designation as a SIFI and other regulatory matters; Pan-American Life on its MHC conversion and subsequently on its merger with MTL MHC and various other matters; Union Central on its MHC conversion/merger with Ameritas Acacia; Lincoln Financial on its acquisition of Jefferson-Pilot; Sun Life of Canada on its multinational demutualization; Western & Southern Life on its MHC conversion, subsequently on its acquisition of Lafayette Life MHC and on other regulatory matters; CUNA Mutual Insurance Society and; CUNA Mutual Life Insurance Company on their merger and subsequent MHC conversion and other matters; Foresters on its acquisition of First Investors Life and other matters; Principal Mutual on its MHC conversion; Farm Family on its demutualization; AXA on its sponsored demutualization of The Equitable; Trygg-Hansa on demutualizing its affiliated mutual life insurer in Sweden; Fidelity National Financial on various restructurings, acquisitions, spin-offs and redomestications; The New Jersey Commissioner of Banking and Insurance and the New Jersey Attorney General on the proposed conversion of Horizon Blue Cross Blue Shield (BCBS); Delaware Attorney General Beau Biden on the proposed acquisition of Carefirst by Wellpoint and subsequently on the affiliation of BCBS of Delaware with Highmark BCBS; The California Insurance Commissioner on the Pacific Mutual MHC conversion; The Massachusetts Commissioner of Insurance on the State Mutual demutualization and subsequently on the MassMutual/ Connecticut Mutual and MetLife/New England Mutual mergers; The Nebraska Director of Insurance on the Guarantee Mutual demutualization and subsequently on Medico transactions; The North Carolina Commissioner of Insurance on the proposed conversion of BCBS of North Carolina and subsequently on the acquisition of MAMSI by United HealthCare; Lloyd's of London on various Closing Agreements with the U.S. Treasury Department; Zale Corporation as insurance corporate and regulatory counsel, in its $1.4 billion merger with Signet Jewelers Ltd.
ISLN:
903752419

Peer Reviews

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  • A Martindale-Hubbell Peer Rating reflects a combination of achieving a Very High General Ethical Standards rating and a Legal Ability numerical rating.

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Documents (29)

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    New York, NY
    Grace Building , 1114 Avenue of the Americas, 40th Floor
    New York, NY 10036-7703

    212.389.5012 Phone

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