Gayle Skolnik represents employers, fiduciaries and service providers on all aspects of employee benefit law. She advises on plan design, implementation and administration; government compliance; benefits aspects of bankruptcies and restructuring and corporate transactions; fiduciary training; and governmental audits and investigations. Gayle crafts practical, cost-effective solutions to everyday problems that arise in the employee benefits world.

Fiduciary Compliance and Plan Governance

Gayle helps plan fiduciaries develop and implement effective governance structures and procedural practices. She conducts fiduciary training programs and represents fiduciaries in governmental audits and investigations. She also addresses prohibited transactions issues, assists in correcting operational errors and helps resolve benefit claims disputes.

Executive Compensation

Gayle works with employers to design, implement and administer effective executive compensation arrangements, including 409A and 457 deferred compensation plans, equity and phantom equity compensation programs, and executive employment and separation agreements. She has decades of experience assisting with the design of new executive compensation programs for companies affected by mergers, spin-offs, split-offs and other corporate reorganizations. She also has significant experience with executive compensation arrangements for colleges and universities and other nonprofit organizations.

Benefits Issues in Transactions, Bankruptcies and Restructurings

Gayle helps buyers and sellers address benefits issues arising in connection with mergers, acquisitions and other corporate transactions, from the due diligence phase through post-closing transition issues. She counsels fiduciaries, receivers and trustees in bankruptcy as they resolve the unique benefits issues that arise in bankruptcy and insolvency, including wind-up of benefit plans and representation before governmental agencies such as the PBGC.

Compliance Advice and Solutions

Gayle regularly helps employers stay in compliance with the complex rules and regulations that affect employee benefit plans, from health care reform to pension plan terminations and de-risking strategies.

Personal Interests

Gayle loves Broadway musicals and enjoys writing song parodies. (She even owns a rhyming dictionary.)

Related Industries


Bar Admissions


Court Admissions

U.S. District Court for the Northern District of Indiana
U.S. District Court for the Southern District of Indiana


Indiana University Maurer School of Law
J.D. summa cum laude, Order of the Coif (1982)

Indiana University, Bloomington
B.A. with highest distinction (1979)

Insights & Events

Other Perspectives
  • Ethical Challenges for Employee Benefits Professionals
    Co-presenter with Stephanie Boxell, Philip Gutwein and Matthew Kinsman, Luncheon Meeting of the Indiana Benefits Conference, Indianapolis, November 2018
  • The Evolution of Marriage Equality and Employee Benefits Plans
    Co-presenter with Megan Hladilek and Justin Kingsolver, Bloomberg BNA Webinar, August 2014
  • Health Care Reform Compliance: An Extra Year 
    Food and Drink Magazine, Winter 2013
  • The Supreme Court's Decisions on Same-Sex Marriage: Implications for Employee Benefit Plans
    Co-presenter with Megan Hladilek, Bloomberg BNA Webinar, July 2013

Firm Blog Contributions

  • Spotlight on Benefits – a blog offering practical insight on legal developments which impact benefit plans

Leadership & Community

Civic Activities

  • Indianapolis Hebrew Congregation — Past Member of Board of Directors
  • Damar Services, Inc. — Past Member of Board of Directors

Firm Leadership

  • Benefits Committee 
  • Employee Benefits and Executive Compensation Group— Past Leader


  • Indiana Super Lawyers — Employee Benefits/ERISA
  • Best Lawyers® — Employee Benefits (ERISA) Law, 2005-24
  • United Way Executive Women's Leadership Program — 1998 Graduate
  • YWCA Salute to Women of Achievement Award — Nominee, 1998
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