Gregory Ossi resolves labor law issues and ERISA-related litigation matters for clients in the energy production, mining, government contracting, hospitality, manufacturing and construction industries. Greg counsels employers on a broad range of labor and employee benefits matters, such as collective bargaining, mergers and acquisitions, union organizing and retiree health care with an emphasis on multiemployer pension withdrawal liability. He also has extensive experience negotiating retirement and health care plans pursuant to collective bargaining agreements.


Hand in hand with providing strategic planning, Greg arbitrates and litigates disputes regarding pensions, health benefits, unfair labor practice charges and labor issues arising from collectively bargained agreements. He has litigated labor and ERISA cases in federal courts in the District of Columbia, Illinois, Maryland, Texas, Kentucky and Virginia.


Greg’s financial acumen from his experience as a certified public accountant with a Big Four accounting firm is particularly valuable in his representation of companies addressing collectively bargained obligations, pension liabilities and retiree health benefits under sections 1113 and 1114 of the Bankruptcy Code. As special benefits counsel to a leading packaged food company during its bankruptcy, he also handled delinquent contribution and withdrawal liability claims from 40 multi-employer pension plans.

Representative Experience

  • Challenged multiemployer pension plan withdrawal liability assessments on the basis of actuarial assumptions, construction exemption, timeliness, evade or avoid and common control
  • Represented companies as special labor counsel and as special benefits counsel in addressing collectively bargained obligations, multiemployer pension liability and retiree health benefits under Sections 1113 and 1114 of the Bankruptcy Code
  • Worked with medical providers and unions to create drug formularies that reduce prescription drug costs for employers while still providing a valuable benefit to employees
  • Led the effort to completely restructure an employer's health plans, including health and sickness, dental, and prescription drug benefits for more than 4,000 employees and retirees
  • Negotiated vendor contracts for a client with more than 50 vendors and more than 300 health and welfare plan designs
  • Handled the delinquent contribution and withdrawal liability claims from 40 multiemployer pension plans as special benefits counsel to leading packaged food company during its bankruptcy
  • Advised an employer in its assumption of $2.4 billion worth of long-term union and coal mining liabilities as part of its largest acquisition.


Bar Admissions

District of Columbia

Court Admissions

U.S. Court of Appeals for the Fourth Circuit
U.S. Supreme Court
U.S. Court of Appeals for the Sixth Circuit
U.S. Court of Appeals for the District of Columbia Circuit
U.S. District Court for the Central District of Illinois
U.S. District Court for the District of Columbia
U.S. District Court for the Eastern District of Virginia
U.S. District Court for the District of Maryland

Former Certified Public Accountant (license currently inactive)

University of Virginia
M.S. (1991)

The Catholic University of America, Columbus School of Law
J.D. magna cum laude, Journal of Contemporary Health Law and Policy - Executive Editor, ABA/BNA Award for Outstanding Achievement in Labor and Employment Law (1997)

Washington and Lee University
B.S. (1990)

Insights & Events

Other Perspectives

Firm Blog Contributions

  • LaborSphere – a resource providing coverage and insights on breaking cases, recently enacted legislation and a broad range of labor issues
  • Spotlight on Benefits – a blog offering practical insight on legal developments which impact benefit plans
  • CPRinsights – A blog providing practical insights on legal trends affecting retailers and consumer product manufacturers and distributors

Leadership & Community

Professional Associations

  • American Bar Association — Jointly Administered Plans Subcommittee of the Employee Benefits Committee of the Section of Labor and Employment Law (Co-chair 2017−present)
  • American Bar Association — Multiemployer Withdrawal Liability Subcommittee of the Section of Labor and Employment Law (former co-chair)
  • Energy and Mineral Law Foundations (Trustee 2010−present)

Firm Leadership

  • Benefits Committee


  • Chambers USA, Virginia (Band 3), Labor and Employment, 2009-14
  • Chambers USA, Virginia (Up and Coming), Labor and Employment, 2007
  • Best Lawyers® — Employee Benefits (ERISA) Law, 2022-24; Litigation – Labor and Employment, 2014-24
  • Lawdragon, Leading U.S. Corporate Employment Lawyer, 2024
Awards Methodology
No aspect of these recognitions has been approved by the highest court of any state.
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